Patent Publication Number: US-2006009358-A1

Title: Synergistically acting herbicidal mixtures

Description:
The present invention relates to a synergistic herbicidal mixture comprising 
          A) at least one 3-heterocyclyl-substituted benzoyl derivative of the formula I  
                 
    in which the variables have the following meanings: 
            R 1 , R 3  are halogen, C 1 -C 6 -alkyl, C 1 -C 6 -haloalkyl, C 1 -C 6 -alkoxy, C 1 -C 6 -haloalkoxy, C 1 -C 6 -alkylthio, C 1 -C 6 -alkylsulfinyl or C 1 -C 6 -alkylsulfonyl;     R 2  is a heterocyclic radical selected from the group: isoxazol-3-yl, isoxazol-4-yl, isoxazol-5-yl, 4,5-dihydroisoxazol-3-yl, 4,5-dihydroisoxazol-4-yl and 4,5-dihydroisoxazol-5-yl, it being possible for the six radicals mentioned to be unsubstituted or mono- or polysubstituted by halogen, C 1 -C 4 -alkyl, C 1 -C 4 -alkoxy, C 1 -C 4 -haloalkyl, C 1 -C 4 -haloalkoxy or C 1 -C 4 -alkylthio;     R 4  is hydrogen, halogen or C 1 -C 6 -alkyl;     R 5  is C 1 -C 6 -alkyl;     R 6  is hydrogen or C 1 -C 6 -alkyl;     or one of its environmentally compatible salts; and    
            B) at least the compound of formula IIa  
                 
    or one of its environmentally compatible salts; or     the compound of formula IIb  
                 
    or one of its environmentally compatible salts; 
 
 and, if desired, 
    C) at least one herbicidal compound from the group of the acetyl-CoA carboxylase inhibitors (ACC), acetolactate synthase inhibitors (ALS), amides, auxin-herbicides, auxin transport inhibitors, carotenoid biosynthesis inhibitors, enolpyruvyl-shikimate 3-phosphate synthase inhibitors (EPSPS), glutamine synthetase inhibitors, lipid biosynthesis inhibitors, mitosis inhibitors, protoporphyrinogen IX oxidase inhibitors, photosynthesis inhibitors, synergists, growth substances, cell wall biosynthesis inhibitors and a variety of other herbicides;     in a synergistically effective amount.        

      The invention furthermore relates to herbicidal compositions comprising a herbicidally active amount of a synergistic herbicidal mixture as defined above and at least one liquid and/or solid carrier and, if desired, at least one surfactant.  
      Moreover, the invention relates to processes for the preparation of these compositions and to a method of controlling undesirable vegetation.  
      In crop protection products, it is always desirable to increase the specific activity of an active ingredient and the reliability of action. It is an object of the present invention to increase the activity and/or selectivity of the herbicidally active 3-heterocyclyl-substituted benzoyl derivatives of the formula I against undesirable harmful plants.  
      We have found that this object is achieved by the mixtures defined at the outset. We have furthermore found herbicidal compositions which comprise these mixtures, processes for their preparation, and methods of controlling undesirable vegetation. In the last-mentioned cases, it is irrelevant whether the herbicidally active compounds of the components A), B) and, if desired, C) are formulated and applied jointly or separately and in which sequence they are applied in the case of separate application.  
      The mixtures according to the invention show a synergistic effect; the compatibility of the herbicidally active compounds of components A), B) and, if desired C) for certain crop plants is generally retained.  
      Suitable components C are, as acetyl-CoA carboxylase inhibitors (ACC), for example, cyclohexenone oxime ethers, phenoxyphenoxy-propionic esters or arylaminopropionic acids. The acetolactate synthase inhibitors (ALS) include, inter alia, imidazolinones, pyrimidyl ethers, sulfonamides or sulfonyl ureas. Relevant auxin herbicides are, inter alia, pyridine carboxylic acids, 2,4-D or benazolin. Lipid biosynthesis inhibitors which are used are, inter alia, anilides, chloroacetanilides, thioureas, benfuresate or perfluidone. Suitable mitosis inhibitors are, inter alia, carbamates, dinitroanilines, pyridines, butamifos, chlorthal-dimethyl (DCPA) or maleic hydrazide. Examples of protoporphyrinogen IX oxidase inhibitors are, inter alia, diphenyl ethers, oxadiazoles, cyclic imides or pyrazoles. Suitable photosynthesis inhibitors are, inter alia, propanil, pyridate, pyridafol, benzothiadiazinones, dinitrophenols, dipyridylenes, ureas, phenols, chloridazon, triazine, triazinone, uracils or biscarbamates. The synergists are, inter alia, oxiranes. Examples of suitable growth substances are aryloxyalkanoic acids, benzoic acids or quinolinecarboxylic acids. The group “various other herbicide” is to be understood as meaning, inter alia, the classes of the active ingredients dicloropropionic acids, dihydrobenzofurans, phenylacetic acids and individual herbicides mentioned below whose mechanism of action is not (fully) understood.  
      Other suitable components C are active compounds selected from the group of the amides, auxin transport inhibitors, carotenoic biosynthesis inhibitors, enolpyruvylshikimate 3-phosphate synthase inhibitors (EPSPS), glutamine synthetase inhibitors and cell wall synthesis inhibitors. 
    
    
      Examples of herbicides which can be used in combination with the 3-heterocyclyl-substituted benzoyl derivatives of formula I and the compound of formula IIa and/or the compound of formula IIb according to the present invention are, inter alia: 
          C1 acetyl-CoA carboxylase inhibitors (ACC), for example 
            cyclohexenone oxime ethers, such as alloxydim, clethodim, cloproxydim, cycloxydim, sethoxydim, tralkoxydim, butroxydim, clefoxydim or tepraloxydim;     phenoxyphenoxypropionic esters, such as clodinafoppropargyl (and, if appropriate, cloquintocet), cyhalofop-butyl, diclofop-methyl, fenoxaprop-ethyl, fenoxaprop-P-ethyl, fenthiapropethyl, fluazifop-butyl, fluazifop-P-butyl, haloxyfop-ethoxyethyl, haloxyfopmethyl, haloxyfop-P-methyl, isoxapyrifop, propaquizafop, quizalofop-ethyl, quizalofop-P-ethyl or quizalofop-tefuryl; or     arylaminopropionic acids, such as flamprop-methyl or flamprop-isopropyl;    
            C2 acetolactate synthase inhibitors (ALS), for example 
            imidazolinones, such as imazapyr, imazaquin, imazamethabenz-methyl (imazame), imazamox, imazapic, imazethapyr or imazamethapyr;     pyrimidyl ethers, such as pyrithiobac-acid, pyrithiobac-sodium, bispyribac-sodium, KIH-6127 or pyribenzoxym;     sulfonamides, such as florasulam, flumetsulam or metosulam; or     sulfonylureas, such as amidosulfuron, azimsulfuron, bensulfuron-methyl, chlorimuron-ethyl, chlorsulfuron, cinosulfuron, cyclosulfamuron, ethametsulfuron-methyl, ethoxysulfuron, flazasulfuron, halosulfuron-methyl, imazosulfuron, metsulfuron-methyl, nicosulfuron, primisulfuron-methyl, prosulfuron, pyrazosulfuron-ethyl, rimsulfuron, sulfometuron-methyl, thifensulfuron-methyl, triasulfuron, tribenuron-methyl, triflusulfuron-methyl, N-[[[4-methoxy-6-(trifluoromethyl)-1,3,5-triazin-2-yl]amino)carbonyl]-2-(trifluoromethyl)-benzenesulfon-amide, sulfosulfuron or iodosulfuron;    
            C3 amides, for example 
            allidochlor (CDAA), benzoylprop-ethyl, bromobutide, chlorthiamid, diphenamid, etobenzanid (benzchlomet), fluthiamide, fosamin or monalide;    
            C4 auxin herbicides, for example 
            pyridinecarboxylic acids, such as clopyralid or picloram; or     2,4-D or benazolin;    
            C5 auxin transport inhibitors, for example 
            naptalame or diflufenzopyr;    
            C6 carotenoid biosynthesis inhibitors, for example 
            benzofenap, clomazone (dimethazone), diflufenican, fluorochloridone, fluridone, pyrazolynate, pyrazoxyfen, isoxaflutole, isoxachlortole, mesotrione, sulcotrione (chlormesulone), ketospiradox, flurtamone, norflurazon or amitrol;    
            C7 enolpyruvylshikimate-3-phosphate synthase inhibitors (EPSPS), for example 
            glyphosate or sulfosate;    
            C8 glutamine synthetase inhibitors, for example 
            bilanafos (bialaphos) or glufosinate-ammonium;    
            C9 lipid biosynthesis inhibitors, for example 
            anilides, such as anilofos or mefenacet;     chloroacetanilides, such as dimethenamid, S-dimethenamid, acetochlor, alachlor, butachlor, butenachlor, diethatyl-ethyl, dimethachlor, metazachlor, metolachlor, S-metolachlor, pretilachlor, propachlor, prynachlor, terbuchlor, thenylchlor or xylachlor;     thioureas, such as butylate, cycloate, di-allate, dimepiperate, EPTC, esprocarb, molinate, pebulate, prosulfocarb, thiobencarb (benthiocarb), tri-allate or vernolate; or     benfuresate or perfluidone;    
            C10 mitosis inhibitors, for example 
            carbamates, such as asulam, carbetamid, chlorpropham, orbencarb, pronamid (propyzamid), propham or tiocarbazil;     dinitroanilines, such as benefin, butralin, dinitramin, ethalfluralin, fluchloralin, oryzalin, pendimethalin, prodiamine or trifluralin;     pyridines, such as dithiopyr or thiazopyr; or     butamifos, chlorthal-dimethyl (DCPA) or maleic hydrazide;    
            C11 protoporphyrinogen IX oxidase inhibitors, for example 
            diphenyl ethers, such as acifluorfen, acifluorfensodium, aclonifen, bifenox, chlornitrofen (CNP), ethoxyfen, fluorodifen, fluoroglycofen-ethyl, fomesafen, furyloxyfen, lactofen, nitrofen, nitrofluorfen or oxyfluorfen;     oxadiazoles, such as oxadiargyl or oxadiazon;     cyclic imides, such as azafenidin, butafenacil, carfentrazone-ethyl, cinidon-ethyl, flumiclorac-pentyl, flumioxazin, flumipropyn, flupropacil, fluthiacet-methyl, sulfentrazone or thidiazimin; or     pyrazoles, such as ET-751, JV 485 or nipyraclofen;    
            C12 photosynthesis inhibitors, for example 
            propanil, pyridate or pyridafol;     benzothiadiazinones, such as bentazone;     dinitrophenols, for example bromofenoxim, dinoseb, dinoseb-acetate, dinoterb or DNOC;     dipyridylenes, such as cyperquat-chloride, difenzoquat-methylsulfate, diquat or paraquat-dichloride;     ureas, such as chlorbromuron, chlorotoluron, difenoxuron, dimefuron, diuron, ethidimuron, fenuron, fluometuron, isoproturon, isouron, linuron, methabenzthiazuron, methazole, metobenzuron, metoxuron, monolinuron, neburon, siduron or tebuthiuron;     phenols, such as bromoxynil or ioxynil;     chloridazon;     triazines, such as ametryn, atrazine, cyanazine, desmetryn, dimethamethryn, hexazinone, prometon, prometryn, propazine, simazine, simetryn, terbumeton, terbutryn, terbutylazine or trietazine;     triazinones, such as metamitron or metribuzin;     uracils, such as bromacil, lenacil or terbacil; or     biscarbamates, such as desmedipham or phenmedipham;    
            C13 synergists, for example 
            oxiranes, such as tridiphane;    
            C14 growth substances, for example 
            aryloxyalkanoic acids, such as 2,4-DB, clomeprop, dichlorprop, dichlorprop-P (2,4-DP-P), fluoroxypyr, MCPA, MCPB, mecoprop, mecoprop-P or triclopyr;     benzoic acids, such as chloramben or dicamba; or     quinolinecarboxylic acids, such as quinclorac or quinmerac;    
            C15 cell wall synthesis inhibitors, for example 
            isoxaben or dichlobenil;    
            C16 various other herbicides, for example 
            dichloropropionic acids, such as dalapon;     dihydrobenzofurans, such as ethofumesate;     phenylacetic acids, such as chlorfenac (fenac); or     aziprotryn, barban, bensulide, benzthiazuron, benzofluor, buminafos, buthidazole, buturon, cafenstrole, chlorbufam, chlorfenprop-methyl, chloroxuron, cinmethylin, cumyluron, cycluron, cyprazine, cyprazole, dibenzyluron, dipropetryn, dymron, eglinazin-ethyl, endothall, ethiozin, flucabazone, fluorbentranil, flupoxam, isocarbamid, isopropalin, karbutilate, mefluidide, monuron, napropamide, napropanilide, nitralin, oxaciclomefone, phenisopham, piperophos, procyazine, profluralin, pyributicarb, secbumeton, sulfallate (CDEC), terbucarb, triaziflam, triazofenamid or trimeturon; 
 
 or their environmentally compatible salts. 
   
               

      The 3-heterocyclyl-substituted benzoyl derivatives of the formula I are disclosed in WO 96/26206, WO 97/41116, WO 97/41117, WO 97/41118 and WO 98/31681.  
      The compound of formula IIa (common name flumetsulam) and the compound of formula IIb (common name clopyralid) as well as the herbicidally active compounds from amongst groups C1 to C16 are described, for example, in 
          “Herbizide [Herbicides]”n, Hock, Fedtke, Schmidt, 1 st  edition, Thieme 1995 (s. “quinclorac” p. 238, “molinat” p. 32, “butachlor” p. 32, “pretilachlor” p. 32, “dithiopyr” p. 32, “mefenacet” p. 32, “fenoxapropethyl” p. 216, “dimepiperate” p. 32, “pyrazolynate” p. 146, “pyrazoxyfen” p. 146, “bensulfuronmethyl” p. 31, “pyrazosulfuron-ethyl” p. 31, “cinosulfuron” p. 31, “benfuresate” p. 233, “bromobutide” p. 243, “dymron” p. 243, “dimethyametryn” p. 118, “esprocarb” p. 229, “pyributicarb” p. 32, “cinemthylin” p. 32, “propanil” p. 32, “2,4-D” p. 30, “bentazon” p. 30, “azimsulfuron (DPX-A-8947)” p. 175, “mecoprop-P” p. 237, “chlorpropham” p. 205, “ethoxyfen” p. 30, “haloxyfop-P-methyl” p. 38, “haloxyfopethoxyethyl” p. 38, “flumiclorac-pentyl” p. 35, “flupropacil” p. 143, “nipyraclofen” p. 145, “metosulam” p. 33, “e-thametsulfuron-methyl” p. 36, “thifensulfuron-methyl” p. 35, “pyrithiobac acid” p. 181);     “Agricultural Chemicals”, Book II Herbicides, 1993 (s. “thiobencarb” p. 85, “benzofenap” p. 221, “napropanilid” p. 49, “piperophos” p. 102, “anilofos” p. 241, “imazosulfuron (TH-913)” p. 150, “etobenzamid (HW-52)” p. 54, “sulcotrione (ICIA-0051)” p. 268, “poast” p. 253, “focus” p. 222, “di-methenamid” p. 48, “sulfosate” p. 236, “2,4-DB” p. 10, “dichlorprop-P” p. 6, “flupoxam” p. 44, “prosulfocarb” p. 84, “quinmerac” p. 233, “metazachlor” p. 64, “flurtamone” p. 265, “bromofenoxim” p. 228, “fomesafen” p. 248, “imazamethabenz-methyl” p. 153, “clodinafop-propargyl” p. 214, “feno-xaprop-P-ethyl” p. 208, “fluazifop-P-butyl” p. 207, “quizalofop-P-ethyl” p. 210, “quizalofop-terfuryl” p. 211, “flumioxazin” p. 43, “flumipropyn” p. 267, “sulfentrazone” p. 261, “thiazopyr” p. 226, “pyrithiobac-sodium” p. 266, “flumetsulam” p. 227, “amidosulfuron” p. 151, “halosulfuron-methyl” p. 148, “rimsulfuron” p. 138, “tribenuron-methyl” p. 139, “triflusulfuron-methyl” p. 137, “primisulfuron-methyl” p. 147);     “Agricultural Chemicals”, Book II Herbicides, 13 th  Edition (s. “carfenstole” p. 284, “sulfosulfuron” p. 145, “ethoxysulfuron” p. 149, “pyribenzoxym” p. 279, “diflufenzopyr” p. 90, “ET-751” p. 278, “carfentrazone-ethyl” p. 267, “fluthiacet-methyl” p. 277, “imazapic” p. 160, “butenachlor” p. 54, “tiocarbazil” p. 84, “fluthiamide” p. 62, “isoxaflutole” p. 283, “butroxydim” p. 259,)     “Short Review of Herbicides &amp; PGRs 1991, Hodogaya Chemicals (s. “furyloxyfen” p. 142, “triazofenamid” p. 268, “thenylchlorid (NSK-850)” p. 52, “cumyluron (JC-940)” p. 90, “pendimethalin (AC-92553)” p. 58, “buthidazole” p. 88, “cyprazole” p. 38, “allidochlor” p. 48, “benzoylprop-ethyl” p. 38, “chlorthiamid” p. 150, “diphenamid” p. 34, “flampropmethyl” p. 40, “fosamin” p. 232, “isoxaben” p. 42, “monalide” p. 32, “naptalam” p. 36, “pronamid” p. 34, “bialaphos” p. 234, “glufosinate-ammonium” p. 234, “glyphosate” p. 232, “amitrol” p.,254, “clomeprop p. 20, “dichlorprop” p. 6, “fenoprop” p. 8, “fluroxypyr” p. 156, “MCPA” p. 4, “MCPB” p. 8, “mecoprop” p. 6, “napropamide” p. 16, “triclopyr” p. 154, “chloramben” p. 28, “dicamba” p. 26, “clomazone” p. 268, “diflufenican” p. 42, “fluorochloridone” p. 266, “fluridone” p. 156, “asulam” p. 112, “barban” p. 100, “butylate” p. 106, “carbetamide” p. 36, “chlorobufam” p. 100, “cycloate” p. 108, “desmedipham” p. 104, “di-allate” p. 106, “EPTC” p. 108, “orbencarb” p. 112, “pebulate” p. 106, “phenisopham” p. 118, “phenmedipham” p. 104, “propham” p. 100, “sulfallate” p. 110, “terbucarb” p. 102, “tri-allate” p. 108, “vernolate” p. 108, “acetochlor” p. 48, “alachlor” p. 46, “diethathyl-ethyl” p.48, “dimethachlor” p. 50, “metolachlor” p. 46, “propachlor” p. 44, “pyrnachlor” p. 44, “terbuchlor” p. 48, “xylachlor” p. 52, “alloxydim” p. 260, “clethodim” p. 270, “cloproxydim” p. 268, “tralkoxydim” p. 270, “dalapon” p. 212, “lethofumesate” p. 124, “benefin” p. 54, “butralin” p. 58, “dinitramin” p. 56, “lethalfluralin” p. 60, “fluchloralin” p. 54, “isopropalin” p. 58, “nitralin” p. 58, “oryzalin” p. 60, “prodiamine” p. 62, “profluralin” p. 54, “trifluralin” p. 54, “dinoseb” p. 128, “dinoseb-acetate” p. 128, “dinoterb” p. 128, “DNOC” p. 126, “acifluorfensodium” p. 142, “aclonifen” p. 146, “bifenox” p. 140, “chlornitrofen” p. 138, “difenoxuron” p. 76, “fluorodifen” p. 138, “fluoroglycofen-ethyl” p. 146, “lactofen” p. 144, “nitrofen” p. 136, “nitrofluorfen” p. 140, “oxyfluorfen” p. 140, “cyperquat-chloride” p. 158, “difenzoquat-methyl-sulfate” p. 160, “diquat” p. 158, “paraquat-dichloride” p. 158, “benzthiazuron” p. 82, “buturon” p. 66, “chlorbromuron” p. 72, “chloroxuron” p. 76, “chlorotoluron” p. 74, “cycluron” p. 84, “dimefuron” p. 88, “diuron” p. 70, “ethidimuron” p. 86, “fenuron” p. 64, “fluometuron” p. 68, “isoproturon” p. 80, “isouron” p. 88, “karbutilate” p. 76, “linuron” p. 72, “methabenzthiazuron” p. 82, “metoxuron” p. 72, “monolinuron” p. 66, “monuron” p. 64, “neburon” p. 72, “siduron” p. 68, “tebuthiuron” p. 86, “trimeturon” p. 64, “isocarbamid” p. 168, “imazamethapyr” p. 172, “imazapyr” p. 170, “imazaquin” p. 170, “imazethapyr” p. 172, “methazole” p. 162, “oxadiazon” p. 162, “tridiphane” p. 266, “bromoxynil” p. 148, “ioxynil” p. 148, “diclofop-methyl” p. 16, “fenthiaprop-ethyl” p. 20, “fluazifop-butyl” p. 18, “haloxyfop-methyl” p. 18, “isoxapyrifop” p. 22, “propaquizafop” p. 24, “quizalofop-ethyl” p. 20, “chlorfenac” p. 258, “chlorfenprop-methyl” p. 258, “chloridazon” p. 174, “maleic hydrazide” p. 162, “norflurazon” p. 174, “pyridate” p. 176, “clopyralid” p. 154, “picloram” p. 154, “chlorimuron-ethyl” p. 92, “chlorsulfuron” p. 92, “flazasulfuron” p. 96, “metsulfuron-methyl” S.92, “nicosulfuron” p. 96, “sulfometuron-methyl” p. 92, “triasulfuron” p. 94, “ametryn” p. 198, “atrazine” p. 188, “aziprotryne” p. 206, “cyanazine” p. 192, “cyprazine” p. 192, “desmetryne” p. 200, “dipropetryn” p. 202, “eglinazine-ethyl” p. 208, “hexazinone” p. 208, “procyazine” p. 192, “prometone” p. 196, “prometryn” p. 196, “propazine” p. 188, “secbumeton” p. 196, “simazine” p. 188, “simetryn” p. 196, “terbumeton” p. 204, “terbutryn” p. 198, “terbutylazine” p. 190, “trietazine” p. 188, “ethiozine” p. 210, “metamitron” p. 206, “metribuzin” p. 202, “bromacil” p. 180, “lenacil” p. 180, “terbacil” p. 180, “benazolin” p. 262, “bensulide” p. 228, “benzofluor” p. 266, “butamifos” p. 228, “DCPA” p. 28, “dichlobenil” p. 148, “endothal” p. 264, “mefluidide” p. 306, “perfluidone” p. 260, “terbuchlor” p. 48);     “Global Herbicide Directory” First Edition, 1994 (s. “oxadiargyl” p. 96);     “European Directory of Agrochemical Products” Volume 2—Herbicides” Fourth Edition, (s. “buminafos” p. 255);     “The Pesticide Maunal, 12th edition, 2000 (s. “bispyribacsodium” p. 97, “florasulam” p. 420, “cyclosulfamuron” p. 217, “pretiachlor” p. 755).        

      Moreover, the compound “DEH-112” is disclosed in European Patent Application EP-A 302 203. The compound “tepraloxydim” is described in DE-A 33 36 140; the compound “cinidon-ethyl” in DE-A 36 03 789 and the compound “fluorbentranil” in EP-A 84 893. Other compounds are known from “Brighton Crop Protection Conference-Weeds—1993” (S. “thidiazimin” p. 29, “AC-322140” p. 41, “KIH-6127” p. 47, “prosulfuron” p. 53, “KIH-2023” p. 61, “metobenzuron” p. 67). The compound “carfenstrole (CH-900)” is mentioned in EP-A 332 133, and the compound N-[[[4-methoxy-6-(tri-fluoromethyl)-1,3,5-triazin-2-yl]amino]-carbonyl]-2-(trifluoro-methyl-benzenesulfonamide) is described in PCT/EP 96/03996.  
      The assignment of the active ingredients to the respective mechanisms of action is based on current knowledge. If several mechanisms of action apply to one active ingredient, this substance was only assigned to one mode of action.  
      The 3-heterocyclyl-substituted benzoyl derivatives of the formula I can exist, or be used, in the form of the pure enantiomers and also as racemates or diastereomer mixtures.  
      The 3-heterocyclyl-substituted benzoyl derivatives of the formula I and/or the compound of formula IIa and/or the compound of formula IIb and/or the herbicidally active compounds from amoungs groups C1 to C16 may also exist in the form of their environmentally compatible salts. Suitable salts are, in general, the salts of those cations, or the acid addition salts of those acids, whose cations, or anions, respectively, do not adversely affect the herbicidal action of the active ingredients.  
      Suitable cations are, in particular, ions of the alkali metals, preferably lithium, sodium and potassium, of the alkaline earth metals, preferably calcium and magnesium, and of the transition metals, preferably manganese, copper, zinc and iron, and also ammonium, it being possible in this case, if desired, for one to four hydrogen atoms to be replaced by C 1 -C 4 -alkyl, hydroxy-C 1 -C 4 -alkyl, C 1 -C 4 -alkoxy-C 1 -C 4  -alkyl, hydroxy-C 1 -C 4 -alkoxy-C 1 -C 4 -alkyl, phenyl or benzyl, preferably ammonium, isopropylammonium, dimethylammonium, diisopropylammonium, tetramethylammonium, tetrabutylammonium, 2-(2-hydroxyeth-1-oxy)eth-1-yl ammonium, di(2-hydroxyeth-1-yl)ammonium, trimethylbenzylammonium, furthermore phosphonium ions, sulfonium ions, preferably tri(C 1 -C 4 -alkyl)-sulfonium and sulfoxonium ions, preferably, tri(C 1 -C 4 -alkyl)-sulfoxonium.  
      Anions of suitable acid addition salts are mainly chloride, bromide, fluoride, hydrogen sulfate, sulfate, dihydrogen phosphate, hydrogen phosphate, nitrate, hydrogen carbonate, carbonate, hexafluorosilicate, hexafluorophosphate, benzoate and the anions of C 1 -C 4 -alkanoic acids, preferably formate, acetate, propionate and butyrate.  
      Preferred with regard to the synergistic herbicidal action of the mixtures according to the invention are those 3-hetero-cyclyl-substituted benzoyl derivatives of the formula I in which the variables have the following meanings, either alone or in combination: 
          R 1  halogen such as chlorine or bromine, C 1 -C 6 -alkyl such as methyl or ethyl or C 1 -C 6 -alkylsulfonyl such as methylsulfonyl or ethylsulfonyl; 
            especially preferably chlorine, methyl or methylsulfonyl;    
            R 2  a heterocyclic radical selected from the group: isoxazol-3-yl, isoxazol-5-yl and 4,5-dihydroisoxazol-3-yl, it being possible for the three radicals mentioned to be unsubstituted or mono- or polysubstituted by halogen, C 1 -C 4 -alkyl, C 1 -C 4 -alkoxy, C 1 -C 4 -haloalkyl, C 1 -C 4 -haloalkoxy or C 1 -C 4 -alkylthio; 
            especially preferably isoxazol-5-yl, 3-methyl-isoxazol-5-yl, 4,5-dihydroisoxazol-3-yl, 5-methyl-4,5-dihydroisoxazol-yl, 5-ethyl-4,5-dihydroisoxazol-3-yl or 4,5-dimethyl-4,5-di-hydroisoxazol-3-yl;    
            R 3  halogen such as chlorine or bromine or C 1 -C 6 -alkylsulfonyl such as methylsulfonyl or ethylsulfonyl; 
            especially preferably chlorine, methylsulfonyl or ethyl-sulfonyl;    
            R 4  hydrogen or methyl; 
            especially preferably hydrogen;    
            R 5  is C 1 -C 6 -alkyl, such as methyl, ethyl, propyl, 1-methyl-ethyl, butyl, 1-methylpropyl or 2-methylpropyl; 
            especially preferably methyl, ethyl or 1-methylethyl;    
            R 6  hydrogen or C 1 -C 6  alkyl, such as methyl or ethyl; 
            especially preferably hydrogen or methyl.    
               

      Very particularly preferred are those 3-heterocyclyl-substituted benzoyl derivatives of the formula Ia, in particular the compounds Ia.1 to Ia.47, which are mentioned in Table 1 which follows:  
                   TABLE 1                              I                                                                           No.   R 1     R 2     R 3     R 4     R 5     R 6                 Ia.1   Cl   4,5-dihydroisoxazol-3-yl   SO 2 CH 3     H   CH 3     CH 3         Ia.2   Cl   4,5-dihydroisoxazol-3-yl   Cl   H   CH 3     CH 3         Ia.3   Cl   4,5-dihydroisoxazol-3-yl   SO 2 CH 3     H   CH 3     H       Ia.4   Cl   4,5-dihydro-5-methyl-   SO 2 CH 3     H   CH 3     H               isoxazol-3-yl       Ia.5   Cl   4,5-dihydro-5,5-di-   SO 2 CH 3     H   CH 3     H               methylisoxazol-3-yl       Ia.6   Cl   4,5-dihydro-5-ethyl-   SO 2 CH 3     H   CH 3     H               isoxazol-3-yl       Ia.7   Cl   4,5-dihydro-5,5-di-   SO 2 CH 3     H   CH 3     H               ethylisoxazol-3-yl       Ia.8   Cl   4,5-dihydro-5-chloro-   SO 2 CH 3     H   CH 3     H               methylisoxazol-3-yl       Ia.9   Cl   4,5-dihydro-5-eth-   SO 2 CH 3     H   CH 3     H               oxyisoxazol-3-yl       Ia.10   Cl   4,5-dihydro-5-meth-   SO 2 CH 3     H   CH 3     H               oxyisoxazol-3-yl       Ia.11   Cl   4,5-dihydro-4,5-di-   SO 2 CH 3     H   CH 3     H               methylisoxazol-3-yl       Ia.12   Cl   4,5-dihydro-5-thio-   SO 2 CH 3     H   CH 3     H               ethylisoxazol-3-yl       Ia.13   Cl   4,5-dihydro-5-trifluoro-   SO 2 CH 3     H   CH 3     H               methylisoxazol-3-yl       Ia.14   Cl   4,5-dihydroisoxazol-3-yl   SO 2 CH 3     H   C 2 H 5     H       Ia.15   Cl   4,5-dihydroisoxazol-3-yl   Cl   H   C 2 H 5     H       Ia.16   Cl   4,5-dihydro-5-methyl-   SO 2 CH 3     H   C 2 H 5     H               isoxazol-3-yl       Ia.17   Cl   4,5-dihydro-5,5-di-   SO 2 CH 3     H   C 2 H 5     H               methylisoxazol-3-yl       Ia.18   Cl   4,5-dihydro-5-ethyl-   SO 2 CH 3     H   C 2 H 5     H               isoxazol-3-yl       Ia.19   Cl   4,5-dihydro-5,5-di-   SO 2 CH 3     H   C 2 H 5     H               ethylisoxazol-3-yl       Ia.20   Cl   4,5-dihydro-5-chloro-   SO 2 CH 3     H   C 2 H 5     H               methylisoxazol-3-yl       Ia.21   Cl   4,5-dihydroisoxazol-3-yl   SOCH 3     H   C 2 H 5     H       Ia.22   Cl   4,5-dihydro-5-ethoxy-   SO 2 CH 3     H   C 2 H 5     H               isoxazol-3-yl       Ia.23   Cl   4,5-dihydro-4,5-di-   SO 2 CH 3     H   C 2 H 5     H               methylisoxazol-3-yl       Ia.24   Cl   4,5-dihydro-5-thio-   SO 2 CH 3     H   C 2 H 5     H               ethylisoxazol-3-yl       Ia.25   Cl   4,5-dihydro-5-trifluoro-   SO 2 CH 3     H   C 2 H 5     H               methylisoxazol-3-yl       Ia.26   Cl   4,5-dihydroisoxazol-3-yl   SO 2 CH 3     H   i-C 4 H 9     H       Ia.27   CH 3     4,5-dihydroisoxazol-3-yl   SO 2 CH 3     H   CH 3     CH 3         Ia.28   CH 3     4,5-dihydroisoxazol-3-yl   Cl   H   CH 3     CH 3         Ia.29   CH 3     4,5-dihydroisoxazol-3-yl   SO 2 CH 3     H   CH 3     H       Ia.30   CH 3     4,5-dihydro-5-methyl-   SO 2 CH 3     H   CH 3     H               isoxazol-3-yl       Ia.31   CH 3     4,5-dihydro-5,5-di-   SO 2 CH 3     H   CH 3     H               methylisoxazol-3-yl       Ia.32   CH 3     4,5-dihydro-5-ethyl-   SO 2 CH 3     H   CH 3     H               isoxazol-3-yl       Ia.33   CH 3     4,5-dihydro-5,5-di-   SO 2 CH 3     H   CH 3     H               ethylisoxazol-3-yl       Ia.34   CH 3     4,5-dihydroisoxazol-3-yl   SO 2 CH 3     H   CH 3     H       Ia.35   CH 3     4,5-dihydro-4,5-di-   SO 2 CH 3     H   CH 3     H               methylisoxazol-3-yl       Ia.36   CH 3     4,5-dihydroisoxazol-3-yl   SO 2 CH 3     H   C 2 H 5     H       Ia.37   CH 3     4,5-dihydroisoxazol-3-yl   Cl   H   C 2 H 5     H       Ia.38   CH 3     4,5-dihydro-5-methyl-   SO 2 CH 3     H   C 2 H 5     H               isoxazol-3-yl       Ia.39   CH 3     4,5-dihydro-5,5-di-   SO 2 CH 3     H   C 2 H 5     H               methylisoxazol-3-yl       Ia.40   CH 3     4,5-dihydro-5-ethyl-   SO 2 CH 3     H   C 2 H 5     H               isoxazol-3-yl       Ia.41   CH 3     4,5-dihydro-5,5-di-   SO 2 CH 3     H   C 2 H 5     H               ethylisoxazol-3-yl       Ia.42   CH 3     4,5-dihydro-4,5-di-   SO 2 CH 3     H   C 2 H 5     H               methylisoxazol-3-yl       Ia.43   CH 3     4,5-dihydroisoxazol-3-yl   SO 2 CH 3     H   i-C 4 H 9     H       Ia.44   Cl   3-methylisoxazol-5-yl   SO 2 CH 3     H   CH 3     H       Ia.45   Cl   3-methylisoxazol-5-yl   SO 2 CH 3     H   C 2 H 5     H       Ia.46   CH 3     3-methylisoxazol-5-yl   SO 2 CH 3     H   CH 3     H       Ia.47   CH 3     3-methylisoxazol-5-yl   SO 2 CH 3     H   C 2 H 5     H                  
 
      Also very particularly preferred are the compounds Ib, in particular the compounds 1b.1 to 1b.47, which differ from the compounds Ia.1 to Ia.47 only by the fact that they are present as the sodium salt:  
                 
 
      Also very particularly preferred are the compounds Ic, in particular the compounds Ic.1 to Ic.47, which differ from the compounds Ia.1 to Ia.47 only by the fact that they are present as the lithium salt:  
                 
 
      Also very particularly preferred are the compounds Id, in particular the compounds Id.1 to Id.47, which differ from the compounds Ia.1 to Ia.47 only by the fact that they are present as the potassium salt:  
                 
 
      Also very particularly preferred are the compounds Ie, in particular the compounds Ie.1 to Ie.47, which differ from the compounds Ia.1 to Ia.47 only by the fact that they are present as the ammonium salt:  
                 
 
      Very particularly preferred are, especially, the compounds Ia, especially the compounds Ia.1 to Ia.47.  
      Very particularly preferred are, moreover, the 3-hetero-cyclyl-substituted benzoyl derivatives of the formula I, where 
          R 4  is hydrogen.        

      Very particularly preferred are, moreover; the 3-hetero-cyclyl substituted benzoyl derivatives of the formula I where 
          R 2  is a heterocyclic radical selected from the group: isoxazol-3-yl, isoxazol-4-yl and isoxazol-5-yl, it being possible for the three radicals mentioned to be unsubstituted or mono- or polysubstituted by halogen, C 1 -C 4 -alkyl, C 1 -C 4 -alkoxy, C 1 -C 4 -haloalkyl, C 2 -C 4 -haloalkoxy or C 1 -C 4 -alkylthio.        

      Very particularly preferred are, especially, the 3-hetero-cyclyl-substituted benzoyl derivatives of the formula I, where 
          R 2  is isoxazol-3-yl which can be unsubstituted or mono- or polysubstituted by halogen, C 1 -C 4 -alkyl, C 1 -C 4 -alkoxy, C 1 -C 4 -haloalkyl, C 1 -C 4 -haloalkoxy or C 1 -C 4 -alkylthio;     R 4  is hydrogen.        

      Very particularly preferred are also, especially, the 3-heterocyclyl-substituted benzoyl derivatives of the formula I where 
          R 2  is isoxazol-5-yl, which can be unsubstituted or mono- or polysubstituted by halogen, C 1 -C 4 -alkyl, C 1 -C 4 -alkoxy, C 1 -C 4 -haloalkyl, C 1 -C 4 -haloalkoxy or C 1 -C 4 -alkylthio;     R 4  is hydrogen.        

      Most particularly preferred is 4-[2-chloro-3-(3-methyl-isoxazol-5-yl) -4-methylsulfonyl-benzoyl]-1-methyl-5-hydroxy-1H-pyrazole.  
      Most particularly preferred is also 4-[2-methyl-3-(3-methyl-isoxazol-5-yl) -4-methylsulfonyl-benzoyl]-1-methyl-5-hydroxy-1H-pyrazole.  
      Very particularly preferred are, moreover, the 3-hetero-cyclyl-substituted benzoyl derivatives of the formula I where 
          R 2  is a heterocyclic radical selected from the group: 4,5-dihydroisoxazol-3-yl, 4,5-dihydroisoxazol-4-yl and 4,5-dihydroisoxazol-5-yl, it being possible for the three radicals mentioned to be unsubstituted or mono- or polysubstituted by halogen, C 1 -C 4 -alkyl, C 1 -C 4 -alkoxy, C 1 -C 4 -haloalkyl, C 1 -C 4 -haloalkoxy or C 1 -C 4 -alkylthio.        

      Very particularly preferred are, especially, the 3-hetero-cyclyl-substituted benzoyl derivatives of the formula I where 
          R 2  is 4,5-dihydroisoxazol-3-yl which can be unsubstituted or mono- or polysubstituted by halogen, C 1 -C 4 -alkyl, C 1 -C 4 -alkoxy, C 1 -C 4 -haloalkyl, C 1 -C 4 -haloalkoxy or C 1 -C 4 -alkylthio;     R 4  is hydrogen.        

      Most particularly preferred are the 3-heterocyclyl-substituted benzoyl derivatives of the formula I where 
          R 1  is halogen or C 1 -C 6 -alkyl; and     R 2  is 4,5-dihydroisoxazol-3-yl which can be unsubstituted or mono- or polysubstituted by halogen, C 1 -C 4 -alkyl, C 1 -C 4 -alkoxy, C 1 -C 4 -haloalkyl, C 1 -C 4 -haloalkoxy or C 1 -C 4 -alkylthio;     R 3  is C 1 -C 6 -alkylsulfonyl;     R 4  is hydrogen.        

      Most especially preferred is 4-[2-chloro-3-(4,5-dihydro-isoxazol-3-yl)-4-methylsulfonylbenzoyl]-1-methyl-5-hydroxy-1H-pyrazole.  
      Most particularly preferred is also 4-[2-methyl-3-(4,5-dihydroisoxazol-3-yl)-4-methylsulfonyl-benzoyl]-1-methyl-5-hydroxy-1H-pyrazole.  
      In a further particular embodiment, the synergistic herbicidal mixture comprises, as component A at least a compound of the formula I, as component B the compound of formula IIa, and, if desired the compound of formula IIb, and, if desired, as component C at least one herbicidal compound from the group of the acetyl-CoA carboxylase inhibitors (ACC), acetolactate synthase inhibitors (ALS), amides, auxin herbicides, auxin transport inhibitors, carotenoid biosynthesis inhibitors, enolpyruvylshikimate 3-phosphate synthase inhibitors (EPSPS), glutamine synthetase inhibitors, lipid biosynthesis inhibitors, mitosis inhibitors, protoporphyrinogen IX oxidase inhibitors, photosynthesis inhibitors, synergists, growth substances, cell wall biosynthesis inhibitors and a variety of other herbicides; or the respective environmentally compatible salts thereof.  
      In a further particular embodiment, the synergistic herbicidal mixture comprises, as herbicides the components A and B, wherein the component A comprises at least a compound of the formula I, and the component B comprises at least the compound of formula IIa or the compound of formula IIb.  
      In an especial particular embodiment, the synergistic herbicidal mixture comprises, two or three herbicidal active compounds, a compound of formula I (component A), the compound of formula IIa and/or the compound of formula IIb (component B).  
      In an extraordinary particular embodiment, the synergistic herbicidal mixture comprises, two herbicidal active compounds, a compound of formula I (component A) and the compound of formula IIa (component B).  
      For particular preferred embodiments, the respective preferences described above apply analogously.  
      In particular the synergistic herbicidal mixture comprises as component A 4-[2-methyl-3-(4,5-dihydroisoxazol-3-yl)-4-methylsulfonyl-benzoyl]-1-methyl-5-hydroxy-1H-pyrazole and as component B the compound of formula IIa.  
      In a further extraordinary particular embodiment, the synergistic herbicidal mixture comprises, three herbicidal active compounds, a compound of formula I (component A) and as component B the compound of formula IIa and the compound of formula IIb.  
      For particular preferred embodiments, the respective preferences described above apply analogously.  
      In particular the synergistic herbicidal mixture comprises as component A 4-[2-methyl-3-(4,5-dihydroisoxazol-3-yl)-4-methylsulfonyl-benzoyl]-1-methyl-5-hydroxy-1H-pyrazole and as component B the compound of formula IIa and the compound of formula IIb.  
      In a further extraordinary particular embodiment, the synergistic herbicidal mixture comprises, two herbicidal active compounds, a compound of formula I (component A) and the compound of formula IIb (component B).  
      For particular preferred embodiments, the respective preferences described above apply analogously.  
      In particular the synergistic herbicidal mixture comprises as component A 4-[2-methyl-3-(4,5-dihydroisoxazol-3-yl)-4-methylsulfonyl-benzoyl]-1-methyl-5-hydroxy-1H-pyrazole and as component B the compound of formula IIb.  
      In a further particular embodiment, the synergistic herbicidal mixture comprises, at least, 
          as component A) a 3-heterocyclyl-substituted benzoyl derivative of the formula I;     as component B) at least the compound of formula IIa or the compound of formula IIb; and     as component C) at least one herbicidal compound from the group of the acetyl-CoA carboxylase inhibitors (ACC), acetolactate synthase inhibitors (ALS), amides, auxin herbicides, auxin transport inhibitors, carotenoid biosynthesis inhibitors, enolpyruvylshikimate 3-phosphate synthase inhibitors (EPSPS), glutamine synthetase inhibitors, lipid biosynthesis inhibitors, mitosis inhibitors, protoporphyrinogen IX oxidase inhibitors, photosynthesis inhibitors, synergists, growth substances, cell wall biosynthesis inhibitors and a variety of other herbicides.        

      For particular preferred embodiments, the respective preferences described above apply analogously.  
      In an especial particular embodiment, the synergistic herbicidal mixture comprises, at least, 
          as component A) a 3-heterocyclyl-substituted benzoyl derivative of the formula I;     as component B) the compound of formula IIa and, if desired, the compound of formula IIb; and     as component C) at least one herbicidal compound from the group of the acetyl-CoA carboxylase inhibitors (ACC), acetolactate synthase inhibitors (ALS), amides, auxin herbicides, auxin transport inhibitors, carotenoid biosynthesis inhibitors, enolpyruvylshikimate 3-phosphate synthase inhibitors (RPSPS), glutamine synthetase inhibitors, lipid biosynthesis inhibitors, mitosis inhibitors, protoporphyrinogen IX oxidase inhibitors, photosynthesis inhibitors, synergists, growth substances, cell wall biosynthesis inhibitors and a variety of other herbicides.        

      For particular preferred embodiments, the respective preferences described above apply analogously.  
      In an extraordinary particular embodiment, the synergistic herbicidal mixture comprises, at least, 
          as component A) a 3-heterocyclyl-substituted benzoyl derivative of the formula I;     as component B) the compound of formula IIa; and     as component C) at least one herbicidal compound from the group of the acetyl-CoA carboxylase inhibitors (ACC), acetolactate synthase inhibitors (ALS), amides, auxin herbicides, auxin transport inhibitors, carotenoid biosynthesis inhibitors, enolpyruvylshikimate 3-phosphate synthase inhibitors (EPSPS), glutamine synthetase inhibitors, lipid biosynthesis inhibitors, mitosis inhibitors, protoporphyrinogen IX oxidase inhibitors, photosynthesis inhibitors, synergists, growth substances, cell wall biosynthesis inhibitors and a variety of other herbicides.        

      For particular preferred embodiments, the respective preferences described above apply analogously.  
      In an extraordinary preferred embodiment, the synergistic herbicidal mixture comprises three herbicidal active compounds, a compound of formula I (component A), as component B the compound of formula IIa and as component C) a herbicidal compound from the group of the acetyl-CoA carboxylase inhibitors (ACC), acetolactate synthase inhibitors (ALS), amides, auxin herbicides, auxin transport inhibitors, carotenoid biosynthesis inhibitors, enolpyruvylshikimate 3-phosphate synthase inhibitors (EPSPS), glutamine synthetase inhibitors, lipid biosynthesis inhibitors, mitosis inhibitors, protoporphyrinogen IX oxidase inhibitors, photosynthesis inhibitors, synergists, growth substances, cell wall biosynthesis inhibitors and a variety of other herbicides.  
      In a further extraordinary preferred embodiment, the synergistic herbicidal mixture comprises four herbicidal active compounds, a compound of formula I (component A), as component B the compound of formula IIa and as component C) two herbicidal compound from the group of the acetyl-CoA carboxylase inhibitors (ACC), acetolactate synthase inhibitors (ALS), amides, auxin herbicides, auxin transport inhibitors, carotenoid biosynthesis inhibitors, enolpyruvylshikimate 3-phosphate synthase inhibitors (EPSPS), glutamine synthetase inhibitors, lipid biosynthesis inhibitors, mitosis inhibitors, protoporphyrinogen IX oxidase inhibitors, photosynthesis inhibitors, synergists, growth substances, cell wall biosynthesis inhibitors and a variety of other herbicides.  
      In a further particular embodiment, the synergistic herbicidal mixture comprises, at least, 
          as component A) a 3-heterocyclyl-substituted benzoyl derivative of the formula I;     as component B) the compound of formula IIb; and     as component C) at least one herbicidal compound from the group of the acetyl-CoA carboxylase inhibitors (ACC), acetolactate synthase inhibitors (ALS), amides, auxin herbicides, auxin transport inhibitors, carotenoid biosynthesis inhibitors, enolpyruvylshikimate 3-phosphate synthase inhibitors (EPSPS), glutamine synthetase inhibitors, lipid biosynthesis inhibitors, mitosis inhibitors, protoporphyrinogen IX oxidase inhibitors, photosynthesis inhibitors, synergists, growth substances, cell wall biosynthesis inhibitors and a variety of other herbicides.        

      For particular preferred embodiments, the respective preferences described above apply analogously.  
      In a further particular embodiment, the synergistic herbicidal mixture comprises three herbicidal active compounds, a compound of formula I (component A), as component B the compound of formula IIb and as component C) a herbicidal compound from the group of the acetyl-CoA carboxylase inhibitors (ACC), acetolactate synthase inhibitors (ALS), amides, auxin herbicides, auxin transport inhibitors, carotenoid biosynthesis inhibitors, enolpyruvylshikimate 3-phosphate synthase inhibitors (EPSPS), glutamine synthetase inhibitors, lipid biosynthesis inhibitors, mitosis inhibitors, protoporphyrinogen IX oxidase inhibitors, photosynthesis inhibitors, synergists, growth substances, cell wall biosynthesis inhibitors and a variety of other herbicides.  
      In a further particular embodiment, the synergistic herbicidal mixture comprises four herbicidal active compounds, a compound of formula I (component A), as component B the compound of formula IIb and as component C) two herbicidal compound from the group of the acetyl-CoA carboxylase inhibitors (ACC), acetolactate synthase inhibitors (ALS), amides, auxin herbicides, auxin transport inhibitors, carotenoid biosynthesis inhibitors, enolpyruvylshikimate 3-phosphate synthase inhibitors (EPSPS), glutamine synthetase inhibitors, lipid biosynthesis inhibitors, mitosis inhibitors, protoporphyrinogen IX oxidase inhibitors, photosynthesis inhibitors, synergists, growth substances, cell wall biosynthesis inhibitors and a variety of other herbicides.  
      In a further particular embodiment, the synergistic herbicidal mixture comprises at least four herbicidal active compounds, a compound of formula I (component A), as component B the compound of formula IIa and the compound of formula IIb and as component C) a herbicidal compound from the group of the acetyl-CoA carboxylase inhibitors (ACC), acetolactate synthase inhibitors (ALS), amides, auxin herbicides, auxin transport inhibitors, carotenoid biosynthesis inhibitors, enolpyruvylshikimate 3-phosphate synthase inhibitors (EPSPS), glutamine synthetase inhibitors, lipid biosynthesis inhibitors, mitosis inhibitors, protoporphyrinogen IX oxidase inhibitors, photosynthesis inhibitors, synergists, growth substances, cell wall biosynthesis inhibitors and a variety of other herbicides.  
      In a further particular embodiment, the synergistic herbicidal mixture comprises four herbicidal active compounds, a compound of formula I (component A), as component B the compound of formula IIa and the compound of formula IIb and as component C) a herbicidal compound from the group of the acetyl-CoA carboxylase inhibitors (ACC), acetolactate synthase inhibitors (ALS), amides, auxin herbicides, auxin transport inhibitors, carotenoid biosynthesis inhibitors, enolpyruvylshikimate 3-phosphate synthase inhibitors (EPSPS), glutamine synthetase inhibitors, lipid biosynthesis inhibitors, mitosis inhibitors, protoporphyrinogen IX oxidase inhibitors, photosynthesis inhibitors, synergists, growth substances, cell wall biosynthesis inhibitors and a variety of other herbicides.  
      In a further particular embodiment, the synergistic herbicidal mixture comprises five herbicidal active compounds, a compound of formula I (component A), as component B the compound of formula IIa and the compound of formula IIb and as component C) two herbicidal compound from the group of the acetyl-CoA carboxylase inhibitors (ACC), acetolactate synthase inhibitors (ALS), amides, auxin herbicides, auxin transport inhibitors, carotenoid biosynthesis inhibitors, enolpyruvylshikimate 3-phosphate synthase inhibitors (EPSPS), glutamine synthetase inhibitors, lipid biosynthesis inhibitors, mitosis inhibitors, protoporphyrinogen IX oxidase inhibitors, photosynthesis inhibitors, synergists, growth substances, cell wall biosynthesis inhibitors and a variety of other herbicides.  
      With a view to the synergistic herbicidal action of the mixtures comprising a component A), B) and C) according to the invention, compounds from amongst groups C1 to C14 or C16, preferably from amongst groups C5, C9 and C12, especially from amongst groups C9 and C12, are preferred as component C).  
      In particular, compounds from amongst the classes of active ingredients mentioned below are preferred, or the following compounds are very particularly preferred: 
          C1 acetyl-CoA carboxylase inhibitors (ACC): 
            cyclohexenone oxime ethers, in particular cycloxydim, sethoxydim or tralkoxydim, preferably sethoxydim or tralkoxydim; or     phenoxyphenoxypropionic esters, in particular clodinafop-propargyl (and, if appropriate, cloquintocet), fenoxaprop-ethyl or fenoxaprop-P-ethyl, preferably clodinafop-propargyl (and, if appropriate, cloquintocet) or fenoxaprop-P-ethyl;    
            C2 acetolactate synthase inhibitors (ALS): 
            imidazolinones, in particular imazapyr, imazaquin, imazamethabenz, imazethapyr or imazamox, preferably imazapyr;     pyrimidyl ethers, in particular pyrithiobac sodium;     sulfonamides, in particular florasulam, flumetsulam or metosulam, preferably metosulam; or     sulfonylureas, in particular halosulfuron-methyl, nicosulfuron, primisulfuron-methyl, prosulfuron, rimsulfuron, thifensulfuron-methyl, tribenuron-methyl, N-[[[4-methoxy-6-(trifluoromethyl)-1,3,5-triazin-2-yl]-amino)carbonyl]-2-(trifluoro-methyl)-benzenesulfonamide sulfosulfuron or iodosulfuron; especially halosulfuron-methyl, nicosulfuron, primisulfuron-methyl, prosulfuron, rimsulfuron, thifensulfuron-methyl, tribenuron-methyl, N-[[[4-methoxy-6-(trifluoromethyl)-1,3,5-triazin-2-yl]-amino]carbonyl]-2-(trifluoromethyl)-benzenesulfonamide or sulfosulfuron;    
            C3 amides: 
            fluthiamide;    
            C4 auxin herbicides: 
            pyridinecarboxylic acids, in particular clopyralid; or     2,4-D;    
            C5 auxin transport inhibitors: 
            diflufenzopyr;    
            C6 carotenoid biosynthesis inhibitors: 
            isoxaflutole, mesotrione, isoxachloride, ketospiradox or sulcotrione (chlormesulone), in particular isoxaflutole or sulcotrione;    
            C7 enolpyruvylshikimate-3-phosphate synthase inhibitors (EPSPS): 
            glyphosate or sulfosate;    
            C8 glutamin synthetase inhibitors: 
            glufosinate-ammonium;    
            C9 lipid biosynthesis inhibitors: 
            chloroacetanilides, in particular dimethenamid, S-dimethenamid, acetochlor, metolachlor or S-metolachlor,     thioureas, in particular benthiocarb;    
            C10 mitosis inhibitors: 
            dinitroanilines, in particular pendimethalin;    
            C11 protoporphyrinogen IX oxidase inhibitors: 
            diphenyl ethers, in particular acifluorfen or acifluorfen-sodium;     oxadiazoles, in particular oxadiargyl; or     cyclic imides, in particular butafenacil, carfentrazone-ethyl, cinidon-ethyl or flumiclorac-pentyl, preferably carfentrazone-ethyl, cinidon-ethyl or flumidorac-pentyl;     pyrazoles, in particular JTV 85;    
            C12 photosynthesis inhibitors: 
            pyridate or pyridafol, in particular pyridate;     benzothiadiazinones, in particular bentazone;     dipyridylenes, in particular paraquat-dichloride;     ureas, in particular diuron or isoproturon, preferably diuron;     phenols, in particular bromoxynil;     chloridazone;     triazines, in particular atrazine or terbutyl-azine; or     triazinones, in particular metribuzin;    
            C13 synergists: 
            oxiranes, in particular tridiphane;    
            C14 growth substances: 
            aryloxyalkanoic acids, in particular fluoroxypyr, MCPA or mecoprop-P;     benzoic acids, in particular dicamba; or     quinolinecarboxylic acids, in particular quinclorac;    
            C16 various other herbicides: 
            triaziflam.    
               

      In particular, compounds from amongst the classes of active ingredients mentioned below are preferred, or the following compounds are very particularly preferred. 
          C5 auxin transport inhibitors: 
            diflufenzopyr;    
            C9 lipid biosynthesis inhibitors: 
            chloroacetanilides, in particular dimethenamid, S-dimethenamid, acetochlor, metolachlor or S-metolachlor,     thioureas, in particular benthiocarb;    
            C12 photosynthesis inhibitors: 
            pyridate;     benzothiadiazinones, in particular bentazone;     dipyridylenes, in particular paraquat-dichloride;     ureas, in particular diuron or isobroturon, preferably diuron;     phenols, in particular bromoxynil;     chloridazon;     triazines, in particular atrazine or terbutyl-azine; or     triazinones, in particular metribuzin;    
               

      In particular, compounds from amongst the classes of active ingredients mentioned below are extraordinary preferred, or the following compounds are very particularly preferred. 
          C9 lipid biosynthesis inhibitors: 
            chloroacetanilides, in particular dimethenamid, S-dimethenamid, acetochlor, metolachlor or S-metolachlor,     thioureas, in particular benthiocarb;    
            C12 photosynthesis inhibitors: 
            pyridate;     benzothiadiazinones, in particular bentazone;     dipyridylenes, in particular paraquat-dichloride;     ureas, in particular diuron or isobroturon, preferably diuron;     phenols, in particular bromoxynil;     chloridazon;     triazines, in particular atrazine or terbutyl-azine; or     triazinones, in particular metribuzin;    
               

      Especially preferred are synergistic herbicidal mixtures which comprise as component A 4-[2-methyl-3-(4,5-dihydro-isoxazol-3-yl)-4-methylsulfonyl-benzoyl]-1-methyl-5-hydroxy-1H-pyrazole, as component B the compound of formula IIa and as component C) an auxin transport inhibitor, in particular diflufenzopyr.  
      Also especially preferred are synergistic herbicidal mixtures which comprise as component A 4-[2-methyl-3-(4,5-dihydro-isoxazol-3-yl)-4-methylsulfonyl-benzoyl]-1-methyl-5-hydroxy-1H-pyrazole, as component B the compound of formula IIa and as component C) a herbicidal compound from the group C9.  
      Also especially preferred are synergistic herbicidal mixtures which comprise as component A 4-[2-methyl-3-(4,5-di-hydroisoxazol-3-yl)-4-methylsulfonyl-benzoyl]-1-methyl-5-hydroxy-1H-pyrazole, as component B the compound of formula IIa and as component C a chloroacetanilide, in particular acetochlor.  
      Also especially preferred are synergistic herbicidal mixtures which comprise as component A 4-[2-methyl-3-(4,5-dihydroisoxazol-3-yl)-4-methylsulfonyl-benzoyl]-1-methyl-5-hydroxy-1H-pyrazole, as component B the compound of formula IIa and as component C) a herbicidal compound from the group C12.  
      Also especially preferred are synergistic herbicidal mixtures which comprise as component A 4-[2-methyl-3-(4,5-di-hydroisoxazol-3-yl)-4-methylsulfonyl-benzoyl]-1-methyl-5-hydroxy-1H-pyrazole, as component B the compound of formula IIa and as component C a triazine, in particular atrazine.  
      Also especially preferred are synergistic herbicidal mixtures which comprise as component A 4-[2-methyl-3-(4,5-dihydroisoxazol-3-yl)-4-methylsulfonyl-benzoyl]-1-methyl-5-hydroxy-1H-pyrazole, as component B the compound of formula IIa and as component C) a herbicidal compound from the group C5 and a herbicidal compound from the group C12.  
      Also especially preferred are synergistic herbicidal mixtures which comprise as component A 4-[2-methyl-3-(4,5-di-hydroisoxazol-3-yl)-4-methylsulfonyl-benzoyl]-1-methyl-5-hydroxy-1H-pyrazole, as component B the compound of formula IIa and as component C a auxin transport inhibitor and a triazine.  
      Also especially preferred are synergistic herbicidal mixtures which comprise as component A 4-[2-methyl-3-(4,5-di-hydroisoxazol-3-yl)-4-methylsulfonyl-benzoyl]-1-methyl-5-hydroxy-1H-pyrazole, as component B the compound of formula IIa and as component C diflufenzopyr and atrazine.  
      Also especially preferred are synergistic herbicidal mixtures which comprise as component A 4-[2-methyl-3-(4,5-dihydro-isoxazol-3-yl)-4-methylsulfonyl-benzoyl]-1-methyl-5-hydroxy-1H-pyrazole, as component B the compound of formula IIb and as component C) an auxin transport inhibitor, in particular diflufenzopyr.  
      Also especially preferred are synergistic herbicidal mixtures which comprise as component A 4-[2-methyl-3-(4,5-dihydro-isoxazol-3-yl)-4-methylsulfonyl-benzoyl]-1-methyl-5-hydroxy-1H-pyrazole, as component B the compound of formula IIb and as component C) a herbicidal compound from the group C9.  
      Also especially preferred are synergistic herbicidal mixtures which comprise as component A 4-[2-methyl-3-(4,5-di-hydroisoxazol-3-yl)-4-methylsulfonyl-benzoyl]-1-methyl-5-hydroxy-1H-pyrazole, as component B the compound of formula IIb and as component C a chloroacetanilide, in particular acetochlor.  
      Also specially preferred are synergistic herbicidal mixtures which comprise as component A 4-[2-methyl-3-(4,5-dihydro-isoxazol-3-yl)-4-methylsulfonyl-benzoyl]-1-methyl-5-hydroxy-1H-pyrazole, as component B the compound of formula IIb and as component C) a herbicidal compound from the group C12.  
      Also especially preferred are synergistic herbicidal mixtures which comprise as component A 4-(2-methyl-3-(4,5-di-hydroisoxazol-3-yl)-4-methylsulfonyl-benzoyl]-1-methyl-5-hydroxy-1H-pyrazole, as component B the compound of formula IIb and as component C a triazine, in particular atrazine.  
      Also especially preferred are synergistic herbicidal mixtures which comprise as component A 4-[2-methyl-3-(4,5-dihydroisoxazol-3-yl)-4-methylsulfonyl-benzoyl]-1-methyl-5-hydroxy-1H-pyrazole, as component B the compound of formula IIb and as component C) a herbicidal compound from the group C5 and a herbicidal compound from the group C12.  
      Also especially preferred are synergistic herbicidal mixtures which comprise as component A 4-[2-methyl-3-(4,5-di-hydroisoxazol-3-yl)-4-methylsulfonyl-benzoyl]-1-methyl-5-hydroxy-1H-pyrazole, as component B the compound of formula IIb and as component C a auxin transport inhibitor and a triazine.  
      Also especially preferred are synergistic herbicidal mixtures which comprise as component A 4-[2-methyl-3-(4,5-di-hydroisoxazol-3-yl)-4-methylsulfonyl-benzoyl]-1-methyl-5-hydroxy-1H-pyrazole, as component B the compound of formula IIb and as component C diflufenzopyr and atrazine.  
      Also especially preferred are synergistic herbicidal mixtures which comprise as component A 4-[2-methyl-3-(4,5-dihydro-isoxazol-3-yl)-4-methylsulfonyl-benzoyl]-1-methyl-5-hydroxy-1H-pyrazole, as component B the compound of formula IIa and the compound of formula IIb, and as component C) an auxin transport inhibitor, in particular diflufenzopyr.  
      Also especially preferred are synergistic herbicidal mixtures which comprise as component A 4-[2-methyl-3-(4,5-dihydroisoxazol-3-yl)-4-methylsulfonyl-benzoyl]-1-methyl-5-hydroxy-1H-pyrazole, as component B the compound of formula IIa and the compound of formula IIb, and as component C) a herbicidal compound from the group C9.  
      Also especially preferred are synergistic herbicidal mixtures which comprise as component A 4-[2-methyl-3-(4,5-dihydroisoxazol-3-yl)-4-methylsulfonyl-benzoyl]-1-methyl-5-hydroxy-1H-pyrazole, as component B the compound of formula IIa and the compound of formula IIb, and as component C a chloroacetanilide, in particular acetochlor.  
      Also preferred are synergistic herbicidal mixtures which comprise as component A 4-[2-methyl-3-(4,5-dihydroisoxazol-3-yl)-4-methylsulfonyl-benzoyl]-1-methyl-5-hydroxy-1H-pyrazole, as component B the compound of formula IIa and the compound of formula IIb, and as component C) a herbicidal compound from the group C12.  
      Also especially preferred are synergistic herbicidal mixtures which comprise as component A 4-[2-methyl-3-(4,5-dihydroisoxazol-3-yl)-4-methylsulfonyl-benzoyl]-1-methyl-5-hydroxy-1H-pyrazole, as component B the compound of formula IIa and the compound of formula IIb, and as component C a triazine, in particular atrazine.  
      Also especially preferred are synergistic herbicidal mixtures which comprise as component A 4-[2-methyl-3-(4,5-dihydroisoxazol-3-yl)-4-methylsulfonyl-benzoyl]-1-methyl-5-hydroxy-1H-pyrazole, as component B the compound of formula IIa and the compound of formula IIb and as component C) a herbicidal compound from the group C5 and a herbicidal compound from the group C12.  
      Also especially preferred are synergistic herbicidal mixtures which comprise as component A 4-[2-methyl-3-(4,5-dihydroisoxazol-3-yl)-4-methylsulfonyl-benzoyl]-1-methyl-5-hydroxy-1H-pyrazole, as component B the compound of formula IIa and the compound of formula IIb and as component C a auxin transport inhibitor and a triazine.  
      Also especially preferred are synergistic herbicidal mixtures which comprise as component A 4-(2-methyl-3-(4,5-dihydroisoxazol-3-yl)-4-methylsulfonyl-benzoyl]-1-methyl-5-hydroxy-1H-pyrazole, as component B the compound of formula IIa and the compound of formula IIb and as component C diflufenzopyr and atrazine.  
      The present invention also extends to herbicidal compositions which comprise a herbicidally active amount of a synergistic herbicidal mixture (comprising components A), B) and, if desired, C) as described above), at least one liquid and/or solid carrier and, if desired, at least one surfactant.  
      The herbicidal compositions and synergistic herbicidal mixtures according to the invention can effect very good control of broad-leaved weeds and grass weeds in crops such as maize, cereals, rice and soya without damaging the crop plants, an effect observed especially even at low rates of application.  
      Taking into consideration the variety of application method in question, the herbicidal compositions and synergistic herbicidal mixtures according to the invention can additionally be employed in a further number of crop plants for eliminating undesirable plants. Examples of suitable crops are the following:  
       Allium cepa, Ananas comosus, Arachis hypogaea, Asparagus officinalis, Beta vulgaris  ssp.  altissima, Beta vulgaris  ssp.  rapa, Brassica napus  var.  napus, Brassica napus  var.  napobrassica, Brassica rapa  var.  silvestris, Camellia sinensis, Carthamus tinctorius, Carya illinoinensis, Citrus limon, Citrus sinensis, Coffea arabica  ( Coffea canephora, Coffea liberica ),  Cucumis sativus, Cynodon dactylon, Daucus carota, Elaeis guineensis, Fragaria vesca, Glycine max, Gossypium hirsutum,  ( Gossypium arboreum, Gossypium herbaceum, Gossypium vitifolium ),  Helianthus annuus, Hevea brasiliensis, Hordeum vulgare, Humulus lupulus, Ipomoea batatas, Juglans regia, Lens culinaris, Linum usitatissimum, Lycopersicon lycopersicum, Malus  spp.,  Manihot esculenta, Medicago sativa, Musa  spp.,  Nicotiana tabacum  ( N. rustica ),  Olea europaea, Oryza sativa, Phaseolus lunatus, Phaseolus vulgaris, Picea abies, Pinus  spp.,  Pisum sativum Prunus avium, Prunus persica, Pyrus communis, Ribes sylvestre, Ricinus communis, Saccharum officinarum, Secale cereale, Solanum tuberosum, Sorghum bicolor  ( s. vulgare ),  Theobroma cacao, Trifolium pratense, Triticum aestivum, Triticum durum, Vicia faba, Vitis vinifera  und  Zea mays.    
      Moreover, the herbicidal compositions and synergistic herbicidal mixtures according to the invention can also be used in crops which tolerate the action of herbicides due to breeding, including genetic engineering methods.  
      The mixtures according to the invention, or the herbicidal compositions comprising them, can be employed, for example, in the form of directly sprayable aqueous solutions, powders, suspensions, also highly-concentrated aqueous, oily or other suspensions or dispersions, emulsions, oil dispersions, pastes, dusts, materials for spreading or granules, by means of spraying, atomizing, dusting, spreading or pouring.  
      The use forms depend on the intended purposes; in any case, they should guarantee the finest possible distribution of the active ingredients according to the invention.  
      Suitable inert auxiliaries are mineral oil fractions of medium to high boiling point such as kerosene and diesel oil, furthermore coal tar oils and oils of vegetable or animal origin, aliphatic, cyclic and aromatic hydrocarbons, e.g. paraffins, tetrahydronaphthalene, alkylated naphthalenes and their derivatives, alkylated benzenes and their derivatives, alcohols such as methanol, ethanol, propanol, butanol and cyclohexanol, ketones such as cyclohexanone, strongly polar solvents, such as N-methylpyrrolidone and water.  
      Aqueous use forms can be prepared from emulsion concentrates, suspensions, pastes, wettable powders or water-dispersible granules by adding water. To prepare emulsions, pastes or oil dispersions, the substances, as such or dissolved in an oil or solvent, can be homogenized in water by means of wetting agent, tackifier, dispersant or emulsifier. However, it is also possible to prepare concentrates composed of active substance, wetting agent, tackifier, dispersant or emulsifier and, if appropriate, solvent or oil, and these concentrates are suitable for dilution with water.  
      Suitable surfactants are the alkali metal, alkaline earth metal and ammonium salts of aromatic sulfonic acids, e.g. ligno-, phenol-, naphthalene- and dibutylnaphthalenesulfonic acid, and of fatty acids, of alkyl- and alkylaryl sulfonates, of alkyl sulfates, lauryl ether sulfates and fatty alcohol sulfates, and salts of sulfated hexa-, hepta- and octadecanols, and of fatty alcohol glycol ether, condensates of sulfonated naphthalene and its derivatives with formaldehyde, condensates of naphthalene, or of the naphthalenesulfonic acids, with phenol and formaldehyde, polyoxyethylene octylphenyl ether, ethoxylated isooctyl-, octyl- or nonylphenol, alkylphenyl and tributylphenyl polyglycol ether, alkylaryl polyether alcohols, isotridecyl alcohol, fatty alcohol/ethylene oxide condensates, ethoxylated castor oil, polyoxyethylene alkyl ethers or polyoxypropylene alkyl ethers, lauryl alcohol polyglycol ether acetate, sorbitol esters, lignin-sulfite waste liquors or methylcellulose.  
      Powders, materials for spreading and dusts can be prepared by mixing or concomitantly grinding the synergistic herbicidal mixture or the individual active ingredients with a solid carrier.  
      Granules, e.g. coated granules, impregnated granules and homogeneous granules, can be prepared by binding the active ingredients to solid carriers. Solid carriers are mineral earths such as silicas, silica gels, silicates, talc, kaolin, limestone, lime, chalk, bole, loess, clay, dolomite, diatomaceous earth, calcium sulfate, magnesium sulfate, magnesium oxide, ground synthetic material, fertilizers such as ammonium sulfate, ammonium phosphate, ammonium nitrate, ureas and products of vegetable origin such as cereal meal, tree bark meal, wood meal and nutshell meal, cellulose powders or other solid carriers.  
      The concentrations of the mixtures according to the invention in the ready-to-use products can be varied within wide ranges. In general, the formulations comprise from 0.01 to 95% by weight, preferably 0.5 to 90% by weight, of the mixture according to the invention.  
      The components A) and B) and, if desired, C) can be formulated jointly, but also separately, and/or applied to the plants, their environment and/or seeds jointly or separately. It is preferable to apply the active ingredients simultaneously. However, it is also possible to apply them separately.  
      Also the respective herbicides of the components A), B) and C), especially the compound of formula IIa and the compound of formula IIb can be formulated jointly, but also separately, and/or applied to the plants, their environment and/or seeds jointly or separately.  
      Moreover, it may be advantageous to apply the herbicidal compositions and synergistic herbicidal mixtures according to the invention, jointly or separately, with additional other crop protection agents, for example with pesticides or agents for controlling phytopathogenic fungi or bacteria. Also of interest is the miscibility with mineral salt solutions which are employed for treating nutritional and trace element deficiencies. Non-phytotoxic oils and oil concentrates can also be added.  
      The mixtures according to the invention and the herbicidal compositions can be applied pre- or post-emergence. If the active ingredients are less well tolerated by certain crop plants, application techniques may be used in which the herbicidal compositions are sprayed, with the aid of the spray apparatus, in such a way that they come into as little contact, if any, with the leaves of the sensitive crop plants while reaching the leaves of undesirable plants which grow underneath, or the bare soil (post-directed, lay-by).  
      In the case of a post-emergence treatment of the plants, the herbicidal compositions according to the invention are preferably applied by foliar application. Application may be effected, for example, by usual spraying techniques with water as the carrier, using amounts of spray mixture of approx. 100 to 1000 1/ha. The compositions may also be applied by the so-called “low-volume” and “ultra-low-volume” methods, or in the form of so-called granules.  
      As a rule, the synergistic herbicidal mixtures comprise components A), B) and, if desired, C) in such weight ratios that the synergistic effect takes place.  
      The ratios of component A) and B) in the mixture preferably range from 1:0.001 to 1:500, preferably from 1:0.01 to 1:200, particularly preferably from 1:0.01 to 1:100, especially from from 1:0.1 to 1:50.  
      The ratios of components A) and C) in the mixture preferably range from 1:0.002 to 1:800, preferably from 1:0.003 to 1:250, particularly preferably from 1:0.003 to 1:160, especially from 1:0.02 to 1:250, especially preferably from 1:0.02 to 1:160.  
      The rate of application of pure synergistic herbicidal mixture, i.e. without formulation auxiliaries, amounts to 0.2 to 5000 g/ha, preferably to 2 to 2000 g/ha, in particular to 5 to 1500 g/ha, especially to 8 to 1500 g/ha, of active substance (a.s.), depending on the intended aim, the season, the target plants and growth stage.  
      The rate of application of 3-heterocyclyl-substituted benzoyl derivative of the formula I is 0.1 to 250 g/ha, as a rule 1 to 250 g/ha, preferably 5 to 250 g/ha, especially 10 to 150 g/ha, of active substance (a.s.).  
      The preferred rate of application of component B) is 0.1 to 500 g/ha, as a rule 1 to 250 g/ha, preferably 10 to 250 g/ha, of active substance (a.s.)  
      The preferred application rate of the active ingredients of the optional component C are compiled in Table 2.  
                           TABLE 2                                   Rate of application       Component C   Class of active ingredient   Active ingredient   (g/ha)                  C1 acetyl-CoA carboxylase inhibitors            25-400           cyclohexenone oxime ethers       100-400               cycloxydim   100-400               sethoxydim   100-400               tralkoxydim   100-400           phenoxyphenoxypropionic esters        25-300               clodinafpop-P-propargyl a      25-100               fenoxaprop-ethyl    50-300               fenoxaprop-P-ethyl    25-150       C2 acetolactate synthase inhibitors (ALS)            1-800           imidazolinones        20-800               imazapyr    30-400               imazaquin    50-300               imazamethabenz   100-800               imazapic    20-800               imazethapyr    30-150               imazamox    20-120           pyrimidyl ethers        2-120               pyrithiobac-sodium    2-120           sulfonamides        1-225               florasulam    1-20               flumetsulam    2-225               metosulam    1-60           sulfonylureas        1-120               halosulfuron-methyl    5-120               nicosulfuron    1-120               primisulfuron-methyl    10-120               prosulfuron    10-120               rimsulfuron    5-120               thifensulfuron-methyl   10-60               tribenuron-methyl   10-60               N-[[[4-methoxy-6-(trifluoro-    5-120               methyl)-1,3,5-triazin-2-yl]-               amino]carbonyl]-2-(trifluoro-               methyl)benzenesulfonamide               sulfosulfuron   10-60       C3 amides            250-2000           —   fluthiamide    250-2000       C4 auxin herbicides            25-750           pyridinecarboxylic acids        25-750               clopyralid    25-750           —   2,4-D    50-750       C5 auxin transport inhibitors            15-100           —   diflufenzopyr    15-100       C6 carotenoid biosynthesis inhibitors            25-600           —   isoxaflutole    25-200           —   sulcotrione   100-600           —   mesotrione    25-300           —   isoxachlortole    25-200           —   ketospiradox    25-300       C7 enolpyruvylshikimat-3-phosphate            360-1080       synthase inhibitors (EPSPS)           —   glyphosate    360-1080           —   sulfosate    360-1080       C8 glutamine synthetase inhibitors            10-600           —   glufosinate-ammonium    10-600       C9 lipid biosynthesis inhibitors            60-4000           chloroacetanilides        60-4000               dimethenamid    60-2000               S-dimethenamid    60-2000               acetochlor    250-4000               metolachlor    60-4000               S-metolachlor    60-4000           thioureas        100-4000               benthiocarb   1000-4000       C10 mitosis inhibitors            375-3000           dinitroanilines        375-3000               pendimethalin    375-3000       C11 protoporphyrinogen IX oxidase            0.5-600        inhibitors           diphenyl ethers        50-300               acifluorfen    50-300               acifluorfen-sodium    50-300           oxadiazoles        50-600               oxadiargyl    50-600           cyclic imides        0.5-300                carfentrazone-ethyl   0.5-35                cinidon-ethyl    3-35               flumiclorac-pentyl    3-35               butafenacil    5-300               JV 485    50-300       C12 photosynthesis inhibitors            30-4000           —   pyridate    250-1500               pyridafol    250-1000           benzothiadiazinones        480-1440               bentazone    480-1440           dipyridylenes       100-800               paraquat-dichloride   100-800           ureas        250-1600               diuron    250-1600               isoprotoron    250-1600           phenols       100-700               bromoxynil   100-700           chloridazon        500-4000           triazines        25-4000               atrazine    25-4000               terbutylazine    125-4000           triazinone        30-300               metribuzin    30-300       C13 synergists            500-1500           oxiranes        500-1500               tridiphane    500-1500       C14 growth substances            25-1200           aryloxyalkanoic acids        50-1200               fluoroxypyr    50-400               MCPA    400-1200               mecoprop-P    400-1200           benzoic acids        75-800               dicamba    75-800           quinolinecarboxylic acids        25-600               quinclorac    25-600       C16 various other herbicides   —   triaziflam    50-750                   a If appropriate, 10-50 g/ha Cloquintocet may also be added.             
 
     USE EXAMPLES  
      The mixtures according to the invention were applied pre- or post-emergence (foliar treatment). The herbicidal compounds of component B and, if desired, of component C were applied in the formulation in which they are present as commercially available product.  
      The herbicidally active compounds of components A), B) and, if desired, C) were applied in succession or jointly, in the latter case in some cases as a tank mix and in some cases as a ready-mix, in the form of emulsions, aqueous solutions or-suspensions, the vehicle being water (300-400 l/ha). In the case of the field trials, application was effected with the aid of a mobile plot sprayer.  
      The test period extended over 3 to 8 weeks, and the stands were also observed at later points in time.  
      Damage by the herbicidal compositions was evaluated with reference to a scale of 0% to 100% in comparison with untreated control plots. 0 means no damage and 100 means complete destruction of the plants.  
      The following examples will demonstrate the action of the herbicidal compositions which can be used according to the invention, without excluding the possibility of other uses.  
      In these examples, the value E at which only an additive effect of the individual active ingredients is to be expected was calculated by the method of S. R. Colby (Calculating synergistic and antagonistic responses of herbicide combinations, Weeds 15, 20 pp (1967)).  
      This was done using the formula  
       E   =     X   +   Y   -     XY   100           
 
 where 
          X=Percentage of the herbicidal action of component X) at an application rate of x;     Y=Percentage of the herbicidal action of component Y) at an application rate of y;     E=expected herbicidal action of component X)+Y) at rates of application x+y (in %).        

      If the value observed exceeds the value E calculated in accordance with Colby&#39;s formula, then synergism is present.  
      The herbicidal mixtures according to the invention exert a greater herbicidal action than would have been expected according to Colby on the basis of the observed effects of the individual components when used alone.  
      The results of the tests are shown in Tables 3 to 12 below.  
      In these studies, the following plants were used:  
                                                   Scientific name   Common name                            Abutilon theophrasti     Velvetleaf             Brachiaria plantaginea     Alexandergrass             Echinochloa crus-galli     Barnyardgrass             Galium aparine     Catchweed             Pharbitis purpurea     Morningglory             Polygonum persicaria     Ladysthumb             Setaria faberi     Faber&#39;s foxtail                      
 
     
       
         
           
               
             
               
                 TABLE 3 
               
             
            
               
                   
               
               
                   
               
               
                 Herbicidal action of compound 1a.29 and compound IIa 
               
               
                 (post-emergence treatment; greenhouse) 
               
            
           
           
               
               
               
               
            
               
                   
                 Application 
                 
                   Abutilon 
                 
                   
               
               
                   
                 rate 
                 
                   theophrasti 
                 
                 Colby 
               
               
                   
                 [g/ha ai] 
                 Damage [%] 
                 Value E 
               
               
                   
                   
               
            
           
           
               
               
               
               
               
            
               
                   
                 Ia.29 
                 3.91 
                 60 
                   
               
               
                   
                 IIa 
                 3.91 
                 60 
               
               
                   
                 Ia.29 + IIa 
                 3.91 + 3.91 
                 85 
                 84 
               
               
                   
                   
               
            
           
         
       
     
     
       
         
           
               
             
               
                 TABLE 4 
               
             
            
               
                   
               
               
                   
               
               
                 Herbicidal action of compound 1a.29 and compound IIa 
               
               
                 (post-emergence treatment; greenhouse) 
               
            
           
           
               
               
               
               
            
               
                   
                 Application 
                 
                   Galium 
                 
                   
               
               
                   
                 rate 
                 
                   aparine 
                 
                 Colby 
               
               
                   
                 [g/ha ai] 
                 Damage [%] 
                 Value E 
               
               
                   
                   
               
            
           
           
               
               
               
               
               
            
               
                   
                 Ia.29 
                 7.81 
                 70 
                   
               
               
                   
                 IIa 
                 7.81 
                 80 
               
               
                   
                 Ia.29 + IIa 
                 7.81 + 7.81 
                 95 
                 94 
               
               
                   
                   
               
            
           
         
       
     
     
       
         
           
               
             
               
                 TABLE 5 
               
             
            
               
                   
               
               
                   
               
               
                 Herbicidal action of compound 1a.29 compound IIa and 
               
               
                 compound IIb (post-emergence treatment; greenhouse) 
               
            
           
           
               
               
               
               
            
               
                   
                 Application 
                 
                   Echinochloa 
                 
                   
               
               
                   
                 rate 
                 
                   crus-galli 
                 
                 Colby 
               
               
                   
                 [g/ha ai] 
                 Damage [%] 
                 Value E 
               
               
                   
                   
               
            
           
           
               
               
               
               
               
            
               
                   
                 Ia.29 + IIb 
                 3.91 + 125 
                 60 
                   
               
               
                   
                 IIa 
                 3.91 
                 25 
               
               
                   
                 Ia.29 + IIb + IIa 
                 3.91 + 125 + 3.91 
                 85 
                 70 
               
               
                   
                   
               
            
           
         
       
     
     
       
         
           
               
             
               
                 TABLE 6 
               
             
            
               
                   
               
               
                   
               
               
                 Herbicidal action of compound 1a.29 compound IIa and 
               
               
                 compound IIb (post-emergence treatment; greenhouse) 
               
            
           
           
               
               
               
               
            
               
                   
                 Application 
                 
                   Setaria 
                 
                   
               
               
                   
                 rate 
                 
                   faberi 
                 
                 Colby 
               
               
                   
                 [g/ha ai] 
                 Damage [%] 
                 Value E 
               
               
                   
                   
               
            
           
           
               
               
               
               
               
            
               
                   
                 Ia.29 + IIa 
                 7.81 + 7.81 
                 90 
                   
               
               
                   
                 IIb 
                 250 
                 20 
               
               
                   
                 Ia.29 + IIa + IIb 
                 7.81 + 7.81 + 250 
                 98 
                 92 
               
               
                   
                   
               
            
           
         
       
     
     
       
         
           
               
             
               
                 TABLE 7 
               
             
            
               
                   
               
               
                   
               
               
                 Herbicidal action of compound 1a.29 compound IIa and 
               
               
                 compound IIb (post-emergence treatment; greenhouse) 
               
            
           
           
               
               
               
               
            
               
                   
                 Application 
                 
                   Setaria 
                 
                   
               
               
                   
                 rate 
                 
                   faberi 
                 
                 Colby 
               
               
                   
                 [g/ha ai] 
                 Damage [%] 
                 Value E 
               
               
                   
                   
               
            
           
           
               
               
               
               
               
            
               
                   
                 Ia.29 + IIa 
                 3.91 + 3.91 
                 85 
                   
               
               
                   
                 IIb 
                 125 
                 20 
               
               
                   
                 Ia.29 + IIa + IIb 
                 3.91 + 3.91 + 125 
                 95 
                 88 
               
               
                   
                   
               
            
           
         
       
     
     
       
         
           
               
             
               
                 TABLE 8 
               
             
            
               
                   
               
               
                   
               
               
                 Herbicidal action of compound 1a.29, compound IIb and 
               
               
                 atrazine (post-emergence treatment; greenhouse) 
               
            
           
           
               
               
               
               
               
               
            
               
                   
                 Application 
                 
                   Brachiaria 
                 
                 Colby 
                 
                   Abutilon 
                 
                 Colby 
               
               
                   
                 rate 
                 
                   plantaginea 
                 
                 Value 
                 
                   theophrasti 
                 
                 Value 
               
               
                   
                 [g/ha ai] 
                 Damage [%] 
                 E 
                 Damage [%] 
                 E 
               
               
                   
                   
               
            
           
           
               
               
               
               
               
               
            
               
                 Ia.29 + 
                 7.81 + 
                 85 
                   
                 80 
                   
               
               
                 IIb 
                 250 
               
               
                 atrazine 
                 125 
                 25 
                   
                 30 
               
               
                 Ia.29 + 
                 7.81 + 
                 100 
                 89 
                 98 
                 86 
               
               
                 IIb + 
                 250 + 
               
               
                 atrazine 
                 125 
               
               
                   
               
            
           
         
       
     
     
       
         
           
               
             
               
                 TABLE 9 
               
             
            
               
                   
               
               
                   
               
               
                 Herbicidal action of compound 1a.29, compound IIb and 
               
               
                 atrazine (post-emergence treatment; greenhouse) 
               
            
           
           
               
               
               
               
            
               
                   
                 Application 
                 
                   Galium 
                 
                   
               
               
                   
                 rate 
                 
                   aparine 
                 
                 Colby 
               
               
                   
                 [g/ha ai] 
                 Damage [%] 
                 Value E 
               
               
                   
                   
               
            
           
           
               
               
               
               
            
               
                 Ia.29 + IIb 
                 7.81 + 250 
                 80 
                   
               
               
                 atrazine 
                 125 
                 60 
               
               
                 Ia.29 + IIb + atrazine 
                 7.81 + 250 + 125 
                 100 
                 92 
               
               
                   
               
            
           
         
       
     
     
       
         
           
               
             
               
                 TABLE 10 
               
             
            
               
                   
               
               
                   
               
               
                 Herbicidal action of compound 1a.29, compound IIb and 
               
               
                 atrazine (post-emergence treatment; greenhouse) 
               
            
           
           
               
               
               
               
            
               
                   
                 Application 
                 
                   Polygonum 
                 
                   
               
               
                   
                 rate 
                 
                   persicaria 
                 
                 Colby 
               
               
                   
                 [g/ha ai] 
                 Damage [%] 
                 Value E 
               
               
                   
                   
               
            
           
           
               
               
               
               
            
               
                 Ia.29 + IIb 
                 3.91 + 125 
                 30 
                   
               
               
                 atrazine 
                 62.5 
                 40 
               
               
                 Ia.29 + IIb + atrazine 
                 3.91 + 125 + 62.5 
                 98 
                 58 
               
               
                   
               
            
           
         
       
     
     
       
         
           
               
             
               
                 TABLE 11 
               
             
            
               
                   
               
               
                   
               
               
                 Herbicidal action of compound 1a.29, compound IIb and 
               
               
                 atrazine (post-emergence treatment; greenhouse) 
               
            
           
           
               
               
               
               
               
               
            
               
                   
                 Application 
                 
                   Setaria 
                 
                 Colby 
                 
                   Pharbitis 
                 
                 Colby 
               
               
                   
                 rate 
                 
                   faberi 
                 
                 Value 
                 
                   purpurea 
                 
                 Value 
               
               
                   
                 [g/ha ai] 
                 Damage [%] 
                 E 
                 Damage [%] 
                 E 
               
               
                   
                   
               
            
           
           
               
               
               
               
               
               
            
               
                 Ia.29 + 
                 1.95 + 
                 85 
                   
                 70 
                   
               
               
                 IIb 
                 62.5 
               
               
                 atrazine 
                 31.2 
                 30 
                   
                 60 
               
               
                 Ia.29 + 
                 1.95 + 
                 98 
                 90 
                 100 
                 88 
               
               
                 IIb + 
                 62.5 + 
               
               
                 atrazine 
                 31.2 
               
               
                   
               
            
           
         
       
     
     
       
         
           
               
             
               
                 TABLE 12 
               
             
            
               
                   
               
               
                   
               
               
                 Herbicidal action of compound 1a.29, compound IIb and 
               
               
                 atrazine (post-emergence treatment; greenhouse) 
               
            
           
           
               
               
               
               
            
               
                   
                 Application 
                 
                   Polygonum 
                 
                   
               
               
                   
                 rate 
                 
                   persicaria 
                 
                 Colby 
               
               
                   
                 [g/ha ai] 
                 Damage [%] 
                 Value E 
               
               
                   
                   
               
            
           
           
               
               
               
               
            
               
                 Ia.29 + Iib 
                 1.95 + 62.5 
                 75 
                   
               
               
                 atrazine 
                 31.2 
                 30 
               
               
                 Ia.29 + IIb + atrazine 
                 1.95 + 62.5 + 31.2 
                 95 
                 83