**-'\~€O** 

### 57"41; 

### -,>'"**~<S'** 

# i 

# 8 'u UNITED STATES ENVIRONMENTAL PROTECTION AGENCY 

# :s 

# m WASHINGTON, D .C. 20460 '" Cl 

# <i 

# & ""/..:

### t:.~ OFFICE OF CHEMICAL SAfETY**~L. PRO"'{~**  ASD POLLUTIOS**PREVEI\'TIO~** Ju ly 26 , 20 1 0 

### MEMORANDUM S UBJECT: Summary o f Produ ct 

### Chemi s try, E nvironmenta l Fa te, an d Eco toxicity Data f or the C opper Naphth enate and Zinc Na phthena t c Salt s R egi str at i on Re view Deci sion Document. RR C ase N ames Copper n aphthenate 

### Zinc n aphthenate RR C ase No.: 30 99 PC Code s 023 102 0 88301 DP Barcode: 3 80250 CA S # 133 8-02 -9 12001·85· 3


### FROM:

THR U:

TO: S riniva s 

### Gow da , Mi c r

obiologist/ Chemist 

### V Ri sk A ssessme nt and S cience S upport Bran ch ( RASS B) 

### An tim icrobial s Divi sio n ( 751O P

) N ader E lka ss abany, B ranch C hief 

# 11 ""dzSir oos M ostaghim i, Peer

## Re**vi ewer~**  '- 

# u:zr:J-¥" R

i sk A ssessment and Science S uppo rt Branch (RASSB) / 

### An timicro bial s Division (7 5 1 O

P) Monisha H arri s, C hemical R eview Manag er Re gulatory Manageme nt B ranc h II 

### A ntimicro bia ls Di vi s i on (75 1O P) Attached is the summary of ava ilable produ ct c hemistry , envir onm ental fa te, and e cotoxici ty dat a t o s uppo rt th e r e gis t ra t i on re vi ew o f coppe r naphthen ate an d z i n c n aphthenate sa lt

s .

Page I of28

### C OPPE R A ND Z INC NA PHT IIENATE SA LTS ENV IRON ME NTAL S C OPIN G D OCUMENTS TA BLE O F CONTENTS PAGE No . COP PER NA PIIT HENA TE ..•..•..• ..•..• ..•.. ... . ... .. ... ......... ... ..•. ...••. 3 ZINC NA PHTIIENATE . .... ... .. . ...... ... ... ... ... .•... .. ....•.. •.... .................. 17

Page 2 of28

### NAPHTHENAT E SALTS: C O P PER NAPII TIIENA TE REGISTRATION R EVI EW D ECI SION P ROD UCT C HEMI ST RY, E I'iVIRO NM E NT A L FAT E A ND E COLOGI CAL E FFECTS S U MMA RY PC Code : 023102; Case No . 3099 Introduction : C o p per n aph thenate i s a fatty ac id sa lt a l so kn own as m et al so ap o r c o pper s o ap . 

### It i s a rea cti on p rodu ct o f c opp er sa lts a nd n aphth eni c acid s deri ved fr om petr oleum . Cop per napht henate s o a p i s a gre en -blue so li d wh ic h i s prac ti cally i n s oluble in w ate r, s oluble in o rg anic 

### s o lv ents , and h a s no mea sur ab l e vapo r pre ssure . C o ppe r n apht h enate -tre ated w ood i s n ot co ndu ct ive t o el ec tricity . C opper n aphthenate is use d as an ( 1) ant imicrobial f u ngici de fo r co n tro l 

### o f d ecay, m ol d . rot, mildew , s tain and (2 ) an in s ect ic ide agai nst certa in w ood-borin g in sec t s ( e. g . , termi te s, po wder -po s t beetl e s a nd c arpente r an t s) i n vario u s wood 

### pr e servat i v e a ppl ic a t ions. C opper n aphthen ate i s an ac t ive in gredient use d pred ominantl y i n in du stri al and co mmercial w oo d pr e se rv a ti on (Use Si te C a tegory X


### - woo d p rese rv ati ve s} for n on -p re ssur e ( diplb ru sh/s p ray ) and pre ss ure treatment s ( va c uu ml full -ce ll ) to p rotect agains t f ungal ro t, d ecay , term ite s an d w oo d-bor in g in sects i n u nfini s hed w ood and v ari ous f a bri ca te d w ood p roduct s . Thi s p reservativ e i s al so u sed fo r rem edi al treatment s t o in

- se rvi c e p ole s ( internal/ e x ternal s urf a ces a t ground or b e low -ground le vel v ia bru sh/trowe l , mech a ni ca l injection , o r band ag e wrap ) . Wo od trea ted co pper na phthen ate i s s pecified f o r ex terior a b ove -gro und, g rou nd-co ntac t. bel o w - g round and fr e sh o r sal t w a ter c o ntact use ap plication s . Co ppe r n aphth e nate i s a lso u s ed as pr otective w ood pre se rvative s urf ace tre a tmen t s when a p plied t o b are s easoned w ood . Fo r thi s u se. i t i s re adi ly availa ble t o the genera l p ubli c. an d s o ld o v er- th e - cou nter t o cons umers as w ood pr ot ecti on co atings ( and water -r epellent s). C opper n aphthenate i s a l so u sed f or c omm e rcia l/industrial m aterial s pre s ervat ion ( U s e S ite C a te g ory V II

- 

### ma te rial s p re servat i vess o f c ell ul ose-base d c ord age /te xt ile s . Pr odu c t s are used as fun gista t s to c ontro l ro t and m ildew and are re g i stered f o r imp r egnatio n b y dip (p rimarily ). o r by s pr ay a nd bru sh s urf ace tr eatment. 

### It i s ad di tionall y u sed f or in c o rpor at ion int o indu stri al te xtile s m eetin g m ilitary or go vernment - s pecified ne ed s. Ex ample s o f th e m ateria l s/ wood p re served u si n g c op per n aph then ate includ e c e llu lose b as ed fibe r s i n c orda ge ( ro pes. t win e. n et s ) and n on- apparel and i ndu s tria l t ext iles ( tents, a w n i ngs, tarp auli ns, c anvas p roducts, bu rlap , truck and boat c ove rs. a nd n o n-rub be r fab ric s ) ; o u tdoo r w ood b u i ldin g m ateri als. s u ch as part i cle bo ard ; l umber . p a tio d ecking . f en c e p osts . a nd o ther wo od pr od u cts ; a nd in- serv ice w ood utility p o le s and s i m i lar memb er s. The re gi ster ed copper n aphthen at e w ood /materia l s pre s ervativ e s ar e c la ssifi ed a s gen era l-u se (n ot restricted u se) p roduct s . Produ ct s f o rmulated o r repack aged fr om these co mpo und s mu s t b e l a bele d f or " E x te rio r Us e O n ly:' T reated w ood/m aterial s prese rved wi th co p pe r n a phth en at e sa lts 

### Pag e3 o f 28

### pre servatives are int ended for ex teri or u se-si te app li cat io ns o nly ; indoor in stallation and u ses are n ot all owed . Copper n aphthenate h as bee n regi s tered with the Agency s inc e Oct obe r 2 9. 1951 . At pre s ent, t here are 30 ac tive reg is trations for p roducts containing cop per n aphthe nate which are li sted in T ab le 1 . Th e s e are registered f or u se a s a m aterial pre s ervative ( rope, burl ap , canvas includin g net s ( except fi sh net s), se in e s , ten ts, awning s, text ile s, p art icle b oard, in su lation boa rd, and o ther wood b ase fiber and part icl e m aterial s ta rpaulin s ) and as a wo od pre s ervative (lumber , t imbers , po sts, pol e s , an d o ther w o od en me mbers, all ex terior wood expo se d to moi stu re or weather . wooden boat hull s. piers ). The c op per nap hthen ate technical grade active i ngre dients ( TGAls) are f o nnula tion int ermediate s , a ll re gistered to O MG A mericas, In c . Th ey are technical chem ic al so urce pro duct s f or u se b y f ormu l ator s i n m anufacturin g wo od pre s ervati ve/m aterials pre servative end -u se product s requiring E PA regi stration . T h e perce nta ge of copper n aphthen at e in the f ormulator -u se te chn i ca l s o urc e p roducts a re 5 8 % to 77 % . T he p ercent o f copper nap hthenate in v ariou s en d

- u se produ ct s can range fr o m 7 .5% to 80 % . Prod uct s c ontai ning co pper n aphthenate are f ormulated as s olub le c oncentrates , em ul sifiabl e c o nc entrate s an d rea dy

to - u s e li quid s . A Rere gi strat ion E ligibility D eci si on ( RED ) w as i ssu ed b y E PA in Se ptember 20 07 . Th ere are tw o a ctive in gredient s in the nap hthenate s a lt s ca s e 3 099 : copper n aph thenate (P C C ode 0 23 102) ; and z i nc n aphthenate ( PC Co de 088 30 1 ). Th ere are in ert pr oduct s un der th e in ert PC Code 8 23102 . Th ere ar e S pecial Local Need (S LN) regi strations of co pper naphthena te as an inert under S ec tion 24 ( c ) o f F I FRA. is f or con trol i s for th e c o ntro l o f and i s a

. A s an in ert ingred ie nt, c o pper n ap hthenate i s used m ainly in i nsecticid e and nematicide fo rmulation s w hen ap plied t o so il an d/or g row ing cr op s ( prior to fo rmation o f ed ibl e p art s) . The to ler ance exemption f or co pper naphth enate i s provided bel ow . T here i s no di rec t o r i ndirec t f ood u s e s a sso ciated with th e n aphthenate sa l t s. Th ere i s however . o ne tol erance ex empt io n fo r re sidu e s of co pper na phthenate wh en used as a merc aptan s cave nger in te chnical pe sticide i n acc ordance with g ood agricu ltural pr actice s as an inert in gredient in pe s tic ide f ormu lat ions ap pl ied to growi ng c ro p s o nly ( 4 0 CF R 1 80 . 920) . No more than 2.5 % copper naphthenate can be pre s ent , and produ ct s cont ainin g co pper n apht henat e c an o nly be app lied befor e the edib le portion s of p lant s b egin to form . As de scribed i n 40 CF R Part 180, co pper n aphth enate (C AS# 1 3 38

- 02

- 9) , i s permi tted fo r u se as inert in gre dient in nonf ood use pe s ticide pr oduct s . A s de s c ribed in 4 0 C FR Part 1 80, napht henic acid (CA S # 133 8

- 24 -5) , i s perm itted f or us e a s i nert i n g redient in nonf ood u s e pe sticide product s.

P age 4 of 28

### FDA In d irect food A dd itive Uses fo r co pper n aphtheoate: Co pper naphthenate is app roved b y th

e F ood and Drug Ad ministration (FDA) a s an indire ct f ood add it ive and an adj uvant s ubs tance u sed to facilitate the produ ction of re s in s. It is used as an acce lerat or, not to exc eed 1 .5%. 21 C FR 1 77.2420 (b) . C oppe r s oaps have a low o rder o f toxicity . Hi s torica l reg ula tory a pprovals inc lud e the f ollowing: • 21 CF R 1 77 . 24 2O(b), us e as a po lyester accelerator . • 21 C FR 5 24.463 ; u se as topical so lution to prevent thrush fungal i nfection o n non - food anima l f eet. • 40 CFR 1 80 . 920; u se as inert in gred ient merc apta n scave nger in ag ri cult ural c hem i ca ls prior to emerge nce of edib le portion o f fruit. FDA Uses fo r coppe r naph thenate: The re is a topica l ove r-the co unter u s e o f c oppe r na phthenate s o l ution on hor s e s and pon ies hooves as an aid in treati n g thrush c aused b y or ganisms susc eptible to co pper naphthenate , 3 7 . 5% purit y. 21 CF R 524 .463 . Co pper naphth enate s olution is rec ommended o nce daily for dry ing s uperficial so res & 

### necroti c materia l o f w ounds for s ubsequent rem o val as well as f or clean ing o pen le sions & 

### tre atment o f u

dd er so res . . . . in c attl e f or treatme nt of hee l c ra cks, ho o f pu ncture s . & 

### dehorning w ounds . In the h orse t he p reparation i s u s ed in tre atment o f thr u sh an d s cratch es an d for tou ghening s pongy hooves . Its u se in the dog i nclude s treatment o f cr acked s kin ove r the elbow s and toughening o f the foo tp ads . For be st effec t, necr oti c ti ss ue s hou ld be removed a s completely a s po ssib le bef ore c oppe r n aphthenate is app lied . A p reparation c ontaining 37.5% copper n aphthenate h as been approved by FD A in treatment of w ounds , foot rot . & 

### ringw onn in ho r se, c ow, pig , s heep, goat, and dog . Co pper itself is e ssen tial to h uman h ealth an d i s pr evalent in th e body . Co pper i s a n e s se nt ial s oi l mi cronutrient an d mu s t be added to deficie nt s o il to i mprove prod uctivity . Table 1 Regis tered Act ive Pro ducts of C op per Na phthe nate 

# . R egistration # 

### R egist ra tio n N ame Co mpany N ame Formulation 

### 0 ./0 o f A ctive 

### type I n gredient 577-5 4 1 C uprinol W ood The She rwin

- Williams Ready -to-Use 22 .3 Pr eservat ive Co . So lut io n C opp e r Naphth enate WR R eady-to-Use 1 02 2-409 Wood P r ese rvative Re ad y IB C Man ufacturing Co. So lution 25 T o Us e 1022 ·507 Co pper Nap hthenate 1% 

### iec M anufacturing Co . R eady -to-Use 7.5 Solution 1022 -518 C unapsol- I IB C Manufacturi ng Co . Rea dy

- to-Use 9 .08 

### Page 5 of28

### R egi st ration # 

### R egist rati o n N ame Comp any Na me Formulation 

### % of Act ive typ e I ngredient So lut io n 102 2 -5 22 Cun apsol-S !B C Ma nuf acturin g Co . So luble 45 . 4 Concentra te 1022 -523 C unap sol

- 2 !B C M an uf actur in g C o . Re a dy

- t o - U s e 1 8 .16 So lu ti o n 102 2

- 528 Co p per Na phth e n a te IB C M anuf act urin g C o . So luble 6 8 C o nc e n trat io n 8 % C on c en trate 102 2

- 536 POL ·N U C U RAP 2 0 IB C M anufacturing C o . R eady -t o- Use 18 .16 So lution 1022 -568 C H A PC O CU ·N A P 8 00 !B C M anufa cturin g Co . E mul sifi able 8 0 

### EC C onc entrat e 1 0 2 2-57 1 C H A PC O CU ·N A P 400 !B C Ma nuf act u rin g C o. S o lub le 4 0 Co ncen tra te 1022· 579 CU RA P 20 P A K (B C M anu facturin g C o. Ready- t o- Use 1 8 . 16 Sol u tion CO P- R- TOX W ood M ob i le P a in t Ready-to-Use 1 7 19-4 3 M anufa c t u r in g 2 2 .59 Pr e servati v e C o mpa n y In c . S o lution 96 30-4 6 % Co pper N ap-- All OMG A me ric as Inc . F o rmul a t i o n 6 7 Inte rm e d i a t e 96 30 -5 M..(JA RDSI2 0 OMG Ame ricas Inc . Formulation 77 I n

term e d i ate 96 30

- 1 2 M

- G ARD S52 0 OMG A mer ica s In c . S ol u b le 8 0 C o ncentrate 4 3 4 37 -4 8 % Co p per Naph the nate O MG Bell ev ille So lub le 8 9 Li m it ed C o n ce n tr at e 60061

- 16 N o . 00 Re ad y T o U se K op-Co at, Inc . Ready-to- U se 2 1. 6 Co p pe r T rea t So lutio n 60 06 1

- 19 Co ppe r T r ea t 120 Ready

- K o p- C o at , Inc. R e a d y - to-U s e 2 1.6 To- Use S o l u tion 66 59 1 ·1 Co ppe r Gr een Woo d G r ee n Pr o d ucts C o . R ead y- to - Us e 1 0 Pre se rv at iv e So lut i o n 7 1 653· 1 Cobra W rap G enie s I nc . Ready-t o-Use 1 7.8 So lutio n 7 1992 - 1 CUN AP -S W ood M e ric he m Ch e mica l s & Sol ub le 68 P r e s e rv a ti ve Refin ery S erv ic es LL C C onc e ntr a t e 

### Page 6 of 28

### Reg is tr ation # 

### R egistration Name Company Name For mula tion % 

### of Active typ e Ingredient 7 1992

- 2 CUNA P

- 2 Me r ichem C hemical s & S o luble 18 Refinery Services LLC Concentrate 71 992

- 3 CU N AP-5W W ood Me richem C h e mic al s & So luble 4 2 Preserv at ive Refinery Se rvice s LL C Con c entra te 75 340

- 3 CO P-R

- NA P RT U O smo se Railr oad Read y - to-Use 1 9. 25 So lu tion Serv ice s , Inc . Solut ion 753 40-4 Os mo se C U -89 -R TU II O smo s e Ra ilroad Ready

- to- U se 1 7 Se rvice s , In c . So lutio n 7 53 4 1-5 C OP- R

- Pl as tic W ood Osmo se Ut ilit ie s Ready-to- Use 2 0 Pr e serv ing C ompo und Se rvic es, Inc . S o lution 7 5 3 4 1

- 8 O sm ose C O P -R

- NA P O smose Uti l itie s S oluble 77 Service s , Inc . C on ce ntr ate 753 4 1

- 11 C O P

- R

- N A P O s mose Ut i lit ie s So lub l e 68 Se rv ice s . Inc . C oncentrate 75 3 41 ·1 2 H o llow Heart C F O s mose Utilities Soluble 41 . 27 S erv ice s . Inc . Co ncentra te 75 34 1 · 1 3 CO P-R-Plastic 11 Wood O smo se Ut ilities Read y- to - U s e 17. 68 Pr e s erving Co mpou nd S ervice s. Inc . S olu t io n 

### S cience F indings Th e Agenc y has c onducted a r ev iew of the available product chemi stry, environmen tal fa

te . and eco tox icity data for co ppe r na phthenat e . The finding s are s ummarized be low . Pr oduct C hemistry S ummary The c oppe r n aphthenate ac tive in gred ient i s tec hnica lly within a clas s of compoun d s known as meta l s oaps . C oppe r n ap hthenate i s al so de sc ribed as the c oppe r salt of n aphthenic acid and is the re acti on product of a co pper co mpound with n aphthen ic a cids . The chemical reac tion u sed to gen era te copper naphthena te i s si mply the rep lacing of the n aphthenic acid h ydrogen w ith one vale nce of the c opper meta l. C o pp er n aphthenate i s h ig hly s ol ubl e i n n on p olar s olvents s uch a s mineral s pir it s and other h ydro carbon s o lv ent s, and i s e ssentially i nsolub le in water . N aphthenic a c i d i s a b y -produc t o f the pet ro leum refinery proce ss . removed from crude o il b y t re ating with 

### sodi um hydroxide . and regenerated from the re sultant s odium n aphthen ate . Na phthenic acid s are a licycli c ac id s ( an impure , unspecific mixt ure of s evera l c yclope ntyl and cyclo hexyl c arbo xy lic ac id s) th at are in so luble in wate r but s o lub le i n o r gan i c so lvent s. The g e ne ric fo rmula s f o r the mo s t imp ortant n aphthenic acids a re : C nH2n _2 0 2 ; C nH2n4 0 2; C nH2 n

-602 

### Page 7 0f28The da ta s ubmitted p ert ainin g t o the ph y s ical an d c he mica l characteristics of th e ac tive ingredient , coppe r nap hthenate i s a deq uate . A ll pro du ct che mistry dat a requirement s have been sati sfied for t he act ive ingre dient c oppe r naphthen ate . The refore , the Agen cy d oes not anti cipate need ing add itional produ ct chemi stry d ata f or co pper naphthen ate at thi s time . Table s 2 and 3 co nt ain the c omplete prod uct c hemistry inform atio n f or th e ac tive ing redient copper naphthe nate . 

### T able 2 . C hemical Id entity Chem ical N ame N aphthenic a cid s , c opper sa lts Com mon N ames C o ppe r n aphthen ate Sy nonyms C NC C upric nao hthenate Trade Name Copper Uverso l C hapeo C u -n ap T roysan Wi ltz-65 

### Wirr ox- C C uNap - 8 , P enn - E8, C o p- R -N ap C unapsol C uprinol Co ooer -na o-all l UPA C N ame C o pp e r n aphtha lene - 2-carboxylate M olecular We ight 405 .90 g/mol e (variab le ) PC C ode 02 3102 CAS Reg i stry N umber 1338 -0 2-9 Mo lecular Fo rmula 2(C l1 H 7O , )Cu C 22 H I 4C U 0 4 Regi s tration R eview C ase No . 3099 Re gi strat ion Review Cas e N ame Na ohth enate sa l ts Cl assification Fatty Acid Salt C hemica l Family Inorgan ic -Coppe r M etal C arb oxy late Pesticide T ype An tim icrobia l Co nventio nal C hemica l

Pa ge 8 of28

### Tabl e 2. Chem ical Identity Mo lecular S tructure : 

### 2 (C I1 H ,O , lCu 

## o C u- . 

# r-f"iJ 

# LV0 o Co pper naphth enate 

### 2(CI1 H , O ,lC u

Cop per n aphthen ate



### Co pper naphthenat e 

# o

# H3C~OH Na ohthenic ac id (C AS # 1 338-24-5)
T a ble 3. Product C hemistrv Data S ummary or C onner Nanbthenate (TG AI 99 0/. ) Gu id eline :'\0 . Physi ea l and Chemical Value Pr operties 830 . 1 550 Prod uct identity and Refer to T able 2 . comeo sirio n 8 30.1600 De scription of ma terial s CBI used to oroduce the oroduct 

### P age 9 o f 2 8G uid eline No . P hysica l and Chemica l V alu e Prone rties 8 30.1620 D esc ription of prod uction C BI p rocess 8 30 . 16 50 De scription of fo rmulation C BI pr ocess 830 .1670 Discu ssion of formation of C B I imnuritie s 8 30.1700 Pr eliminarv ana lv si s C B 1 830 .1750 Certified lim its C B1 8 30 .1800 E nforceme nt a nalytical G LC meth od EDTA titration St andard Method for Det ermina tion o f Copper in Cop per Nap hthenate So lution o r I n Wood Tre ated W ith C oppe r Na phthenate ; AWP A Stand ard AS • A nalysis of Oil -Borne Pr

eservatives . M ethod #7 . The method is bas ed o n th e oxi dat ion of iod ide ion s t o iodine by c upric ion s . f ollowed b y ti tration of th e iodine b y thiosulfat e . Atom ic Ab so mtion S ne ctro sco nv. 8 30. 1900 S ubm ittal o f sampl es N A 830 . 6302 C olo r G reen - blue soli d B lui sh -gr een soli d 830 .6303 Phv sical State So lid 830 .6304 Odo r M usty hy drocarbo n odo r B urnt and s lightly aro matic D iesel -like od or or m usty s m ell of th e n aphthenic a cid Uneleasant t aste and a mild , c haracterist ic od o r 8 30.6313 Stabil ity t o s un l ight, norma l S tabl e fo r 14 day s u nder a mbient temp eratu re of 2 0-24 "<: a nd and e levated te mpe ratur e, ele vated te mperature of 50

- 55 ° C . metal s/m eta l i on s 8 30 .6 314 O xidationIReduction : Inc ompatible w ith stro ng a lkalie s . strong ox idiz ing age nts , stro ng Chemical Incompatibility acids. No t co mpatible w ith co ncentrate d acids and alkali s Does no t co ntain oxi dizing o r redu cing ag ents . Co ntains n o re ad il y oxi diza ble or re ducible co mponents. C on d itions to avoid in stability : Av oid heat and a ny so urce of ign iti on. I nco mp ati b ility : C ontact with oxid izing a gents . Reducing age nts. 830 .6315 Flammability Fla sh P oint : 38 "<: (I00"F ) (C losed cup ) ( typical) 8 30 .6 3 1 6 Exc lodebilirv Doe s n ot c onta in exp lo s ive ingr e d ien ts. 8 30 .6 3 1 7 Stora ge S tab ility D o n o t u se . p our , s pill o r s tore near h eat or o pen flame . K ee p c on tainer clo sed . U se with ade quate v e nti lation . Sta ble under n orma l co nditions . 830.63 19 M i s cibilitv N A 830.6320 Co rro s ion Characteri stics No n-corrosive 8 30.6321 Di electric break down N ot intended f o r us e in o r ar ound e lec trical e quipment. voltage 8 30.7000 I p H D ata f or th is gu ideline i s n ot re qui red be cause the technic a l grade 

### Pa ge 10 o f2 8G uideline No . Ph y sical and C hemical V alue Properties ac tive i n g red ient is in sol uble in w at er a n d c an n ot b e d iluted . No n - a nclicab le - c annot be dilu ted o r d i spersed w ith wat e r . 830 .7 100 viscosit v NA 830 .7200 Me ltin g point
- 102"C 8 30.7220 Bo iling poi nt I 54 -202 "C (310-3 95 ° F ) @ I aun 1 21"C, decom poses at 267"C Approx. 3500F T G AI i s s o lid at 25 "C 8 30.73 00 D ens ity t . 05 5 glml at 20 °C D e n s ity (g/cm") : 1.055 Specific Gravity : 1 .08 errvcc at 2O"C 830 .7370 Di ssoc iation Co nsta nt Copper n aphthenate re adily di ssociat e in so lution i nto coppe r a nd n ao hth en ic acid . 830 .75 50 P arti ti on c oe ffic ie nt (n · 1.I 0 @ 20"C oc ta n oVwat er) 83 0.7 840 S olubility in wat e r In sol u ble in w ater . Not mi scible . So lubility in w ate r 0 .0046 /100 m l (46 ppm) at 2 0"C . Solu ble in wate r at 25 "C at a conce ntra tion of 0 .0 15 erams per l iter 8 30.xxxx So lubility in organic Soluble in mo st o rganic so lvents; moderate ly so lub le in petroleum solven t s o ils . S o luble i n g asol ine , be nzene , an d mi nera l oil d is tillat es. So luble in n on - polar organic s o l v ents. So lubl e in keros ene, t oluene , tu rp en tin e , a n d s i mila r so lve nt s. T h e T G AI i s co mplete ly s o lub le i n a rom atic a n d a lipha tic pe tro leum hy d r oc arbo n s o lv e nts. It i s s lightly s olub le ( 1% or le ss) in polar so lve nts of less th an t hree ca rbon chain le ngth s . It is mod eratel y so luble (1 ·2 0% ) in polar sol vents o f more than three carbon ch ain le ngth s. s o l ub le in mo st orga nic s o lven ts, in petroleum oil 900 glkg wa ter 0 . 004 6 ( 4 6 p pm) ; g/IO O m l at 20 °C; t ol u e n e 1 4 7 .4 ; 2-propano l37.3 ; chlorofo rm 102 .9 ; ethyl e ther 1 71 . 4 ; cy clohexane 1 1 6 .3 ; m ethylen e chl oride 1 13.4 ; a cetone 2 2 .0 830.7 950 V apor p ressure < 1 33 m Pa (I00"C) < 1 .0 mm Hg 1 x lO . s mm H g a t 2 5 ° C 0 . 00012 8 m m H g No n- vo latile Te mp VP 32" F

- No ne 7 7" F

- No n e 1 00 ° F- N one I5 0 °F

- No n e 2l2 °F

- No ne



### Pa ge 1 \ of2 8Gu ideline No . Ph ysical and C he mical Val ue Propertie s 2 80°F Non e The se data prove that c o ppe r naphthen ate , up to irs decomposition temperatu re , is non -v ola t ile . Th i s non -v o lati lity property o f copper nachtbenate un doubtedly carries rhroueh t o irs tre atments . N /

A No t applicable : TGA I Technica l Grad e Act ive Ingredie nt , C BI Con fiden ti al Bu siness In formation ; 

### E nviro nmenta l F ate S um mary Co pper n aphthenate has b een i n u s e a s a woo d pre servative si nce a bout 1 947 an d th e name app lies to a group of compound s tha t are coppe r s alt s of n aphthenic acid s . Nap hthenic ac ids, s ometimes referred to as petroleum acids , a re th e carboxy lic acid s de rived from pe troleum during the refinin g o f the vari ous d istilled fra ctions . The y are natural c omponent s o f crude o il that are not f ormed during the refining , an d are pred ominately mono carboxyli c a cid s. De spite i nten sive i nve s ti gation by a v ariety o f chemi s t s, the number o f compo nent ac id s that h ave been i dentified re main s s mall. Th e s implest of th ese ac id s i s cyclopenty lethanoic ac id bu t s tru ctures ca n include man y more meth ylene gro ups betw een the rin g and th e c arboxyl group an d m ay incl ude se ve ra l fused ring s . The exac t composi tion of nap hthenic aci d s depe nd s on the crud e oi l f rom whic h they a re de rived and i s u s ually qui te c om plex . C omme rcia l nap hthenic ac id c ontai n s all the a cidic component s o f crude oil , and varyin g amount s, u sually le ss than 1 0 %, of hyd rocarbo ns . Copper n apht henate i s manufac tured ei ther fro m copper s u l fate and napht henic a c id in c ombin ation with a s tro ng b a s e o r by heating naphth enic a cid and copp er o xide . C opp e r naph thenate i s insoluble in wate r b ut miscib le wi th m o st o rganic s o lve nts. Co pper naph thenate has n o vapor pre s sure , i s ea s ily di s sociated in s o lution s, and ha s low s ol ubility i n non -aq ueous s ystems o ther than mineral s pirits type so lvents . Melti ng and boilin g po ints vary with th e c omposition o f the n aphthenic a cids . Co pper naphthenate tend s to hyd rolyze a fter ap plicatio n to wood . The a cid i s lost b y v o latilization c om paratively rapidly , bu t the metal pe rsi s ts . Environmental f ate p arameters li sted for z inc naphth enate on p age 44 are a l so appl y to co pper n aphthenate . T he metal ca rboxylate s alts s uc h as co pper n aphthenate are de sig ned to d elive r metal s t o chemical reaction s ; th ere fore , they are d es i gned t o read ily d i ssoc iate i nto th e f ree me tal and free acid . The d issociation c onstant is important becau se it determine s the proportion of acid o r metal th at i s di s s ociated at a g i ven pH . The pr opertie s o f the free ac id and co rre sponding free meta l can be much differe nt than th ose o f the salt ( ion pa ir ) mo ie ty for c har ac te rist ic s s uc h a s s olu bility, a d sorp t ion, and tox icity and the extent o f di ssociat ion i s de termined b y pH . Th e amount of di ssociation i nfluences t he behavior of th e s ub s tance i n t he env ironment and b ioavailability of th e aci d an d meta l con sti tuent s of meta l c arboxy late sa lt s . 

### Co pper Na phthe nate - Lea eha hility fr om T reated W ood (M RID No. 4 38611-01) N o n G uideline numbe r 1 6 8-1-55 Aq ueous A vailabili ty Stud y : Th e ob jective o f thi s s tudy was to de termine th e leachab ili ty of co pper f rom copper n aphthe nate w ood produ cts under typical u s e co nditio n s. T he two typica l me thods of ap plication of c opper n aphthenat e to w o o d are pres s ure trea tment o r s urface treatment. Bo th types were prepa red fo r u se in thi s s tudy . T he 

### Page 1 2 o f 28treatments we re a s clo se as po ssib l e to no rma l a pp li catio n me thod s. A "dippi ng " m ethod w as e le cted as the s urf a ce tre atment becau se i t repre s ent s a typical s urfa c e a pplication producin g a maximum treatment ra te . The amoun t o f co pper f rom co pper naphth enate in repre sentative samp les of tr eated and untreated w ood was determin ed . T o s imu late wor st ca se end -u se conditi on s , tr eate d w ood p roduct s an d untreated ( co ntro l ) w ood s ta kes we re t otall y s ub m e r g e d in u nb uf fered deio ni zed ( 01) w ate r , and 

### with 01 wate r buffe red t o pH 5 , pH 7, a nd pH 9 . Leachate s wer e an a l yzed f or t otal co pper o v er a 

### J u- day i nterv al. A Labo rato ry s tud y o n s a pw ood s takes o f s o u th e rn y ellow pine w o od h as s ho wn t h a t copper n aphth enate d oe s leac h o ut from the s urface

-treated wo od a nd pre s sure treated wo od . T he rate s o fleac hing fro m th e s urface-t r eate d w oo d a nd p re ss ur e treated wood fo ll ow th e o rder : ra te o f leach i n g is hi ghe s t i n pH 

### 5 » p H 7 > u nbu f fered s olu tion > p H 

### 9 . The rate o f lea c hin g fr om s u rf ace tr eated w ood at pH 

### 5 i s : 0 . 04 7 pp m/ern " / d a y and f o r pH 

### 9 it i s 

### O . 00 04 8, pp m/ern " / d ay 100 f old

- f ol d le ss . Si milarly th e rat e o fl e ac h i n g f rom a p re ssu re treated w ood a t pH 5 i s : 0.0 3 pp m/cm 2 / day and f or pH 

### 9 the v alue i s 0 .000 29 , a g ain the rate of le a chin g i s 1 0 0 -f old le ss . The r ate o f c oppe r napht henate that leac h fr om the treat ed wood i s s hown belo w in Tabl e 4 . 

### dW 

### T d dP 

### T 

## N P fL hi 

## r T bl 4 Ra 

### e 

# . ate 0 

### eae me r om on- 

### r essure r ea te an 

### ressure reate ood Copper Nap hthe nate Met hods Of App licatio n (Amo unt of Le achate ) No n -pres s ure Tre a ted W ood pH 5

- 0 .04 7 pp m/c m ' /d ay 

## I DH 9 0 . 00048 DDm/ cm ' ld av Pre ssu re Treated W ood p H 5

- 0 .03 ppm/cm ' /d al 

### I o ll 9 0 .00 029 nom/em Ida v The m aximum t o tal leac hed c opper level s o ver the 3 D -d ay te st f or e ach m atri x fo ll o wed the ord er : p H 5 » pH 7 > u nbuffe red D l > pH 9 (See T able 5 be low) .

m ax Im um so l u t ion c onc ent rat io n/ s urf ace area o btained m lV -day tes t b bel o w d e tecti on lim it Table 5: Max imum Leach ing Leve ls Total Leach ed Conne r**nn linc** **~'** T r eat ment Press ure S urface U nt reated Mat rix 1 2 3 I 2 3 1 2 3 1 n H 5 0 ,684 0 . 685 0 .6 6 3 0 . 1 16 0 .6 3 3 1 .80 0 0 . 00 3 0 .00 2 0. 002 1 p H 7 0 .094 0 . 09 4 0 .081 0 .04 3 0 .0 64 0 .098 0 . 003 0 . 002 0 .002

OJ 0.033 0 .052 0 .03 4 0 .024 0 .02 6 0 .0 74 

### N O 0 .001 0 .00 1 I p H 9 0.030 0 .026 0 .026 0 .0 12 0 .0 1 8 0 .0 20 0 .001 0 .001 0 .00 1



### • Wate r Quality
Page 13 of28Co pper na phthenate is n ot id entified as a c ause of impa inn ent fo r a ny wa ter bod ies li sted as imp aired u nde r s ect i o n 303( d) o f t he Cl ean W ater Act, b ased on inf orm ation p rovided at http : //iaspub.epa .gov /tmdl waters lO /attains na tion cy .cause detail 3 03d?p cau se group id =88 In add ition , n o To tal M aximum Da ily Load s ( TMDL) h ave bee n developed f or c o pper naphth enate , b ased o n inf orm ation pr ovided at http : //iaspub .epa .gov /tmd l waterslO/attain s nation .tmd l pollutant deta il?p pollutant grOUP id
= 885&p wllutant group name =PESTICIDES . More i nfo rmation o n i mpa ired water bodies and TMD Ls can be found at http : //wv,w .epa .gov/ow ow/tmd ll . The Agency invite s submi ssion of wate r quality data for thi s pestic ide. To th e ex tent po ss ible, data s hou ld conf orm to t he quality s tandar d s i n Appe ndix A of t he 

### OPP S tandard O pera ting P rocedure : I nclusion o f I mpaired W

ater B od y a nd O ther W ater Quality Data in OPP 's R egistration Re view R isk As sessme nt a nd M anagement P ro cess (s ee : h ttp : // www .epa . gov/oppfead l /cb/ppdc/ 2006 / november06 / s e ss ion 1- sop.pd f) , in o rder t o e nsur e th ey c an b e u sed q uantitat iv el y or qualitat ive ly i n pe sti cid e ri sk as sess ments . E cological Effect s S um ma ry The Agency has reviewed eleven ec otoxicology s tudies fo r c oppe r naphthenate salt. The eleven s tu dies s ub m i tt ed o n the tec hnica l grade activ e in gredients and fo rmulated pr odu cts w ere a ll fo und to b e acce ptable fo r u se in a h azard asses s ment. Eco tox icity g uideline s tudies an d t h e res ults ar e s um marized in Ta ble 6. Th e Age ncy's co nclusio ns f or t he a vian and a quatic eff ects s tudies are as f oll ow s. 

### T

oxicity to B irds To eva luate th e acu te tox icity t o b irds. t he Agency revi ewed t wo a cute oral tox icity s tudies fo r the c opper na phthenate salt . The se acute oral toxicity studies on the bobwhi te q uail indicat e that the coppe r napht hen ate salt i s prac tically non toxic o n an a cute oral bas i s . Th e s u bacu te t oxi city f or the co pper n apht h enate sa lt w as d et erm ined f rom f our s tud ies co nducted o n th e b obw hit e qu ail and th e m allard du ck . The r e s ult s of the se s tudie s indi cate th at the c opper n aphth e n a te s a lt i s p r act ica lly n ont oxic t o a vian s pecies throu g h s ubacute di etary ex posu re . 

### Toxicity to 

### Aquatic An imals On an ac ute basi s, the copper napht henate sa lt i s moderately t oxic to fre shwate r fi s h and h ighly t oxic to fre shwater invertebra te s .



### Page 14 o f2 8

### Table 6 . Ecoto xicitv Data Summa v for Coppe r N a hthenate (TGAI GU IDE CIIEMICA UM RID COMMON TAXO NOM IC TY PE % Sn 1D Y DOSE Ta XI TOX CArE Lll'oiE NAME ;"IlAME AI T I.\-IE TYP E CITY LEVEL NOEL GO RY A vlan Acute O r al T OXicity 850 . 21 00 C opper naphthmllle B obwhite Co li m a 0 9 .55 1 4 D LD ", > 2250 MG K <2 92 Core 7 1-1**~RID 42** **348 60**  quail virgimanus Practically No ntoxic 8 50 .210 0 Co ppe r B o b white C o linus 0 2 0 /

80 14 D LD so > 2 25 0 M G K < 292 Co re 7 1-1 naplh enat el Mincr al quail v i rginianus s pmts mixtu re P racticall y**~R I04** **30 801**  No n t oxic Avian S ubacute D ietary T oddl)' 8 50.2 200 Copper n aphlhenlll c B obwhit e CoJ inus D 9 .5 8 D LC ", > 5620 PP M 5 620 C o r e 71-2a MRID 42 3 48 602 q ua il vi r gi n ianus Prac tically no ntoxic 850 .2200 Co pper n aphthenate M allard duc k Anas D 9 .5 8 D LC ", > 562 0 PPM 5 620 C ore 7 1-2b \1 RID 4 2348603 Ip lot yrhynchos Pract ically N

ontoxic 850 .2200 Copper B obwhite Co linus D 20 /80 8 D LC ", > 5 6 20 PPM 5620 Core 71

-2a napthmatclM incul qu ail v irgi n ianus spirits mixtu re Practica lly M R[D 4 0308802 Nontoxic 850 .2200 Mallard du ck 

### f< n os D 20 /80 8 D LC ", >5620 PPM 5620 Co re 7 1 -2b naphlhcnateIMinCTai Ip lat

yrh yn chos S p I

rits nuxture Practic ally \tR IO 4 03088 0 3 Nontoxic F reshwate r Fi sh Ac ute Toxici ly 850 .1075 Co pper nap htbenate Blu egill Lep o mi s 

### SR 98 .9 9 6 hr LC ", 3 .1 PPM 

### 1. 6 C o re

72

- la \-lR JO 424 89 [01 sunfi s h ma cro chirus Moderately Toxic 850 .10 75 Copper Ra inbow O ncorhynchus 

### S 25n5 96 '" LC ", 0 .74 PPM 

### NR Su ppl

72 -1 naphthrnat cJ1>etro leum tro ut m y kis s di st illate m ix MR ID 00 1 1402 7 8 50. 1075 Co ppa- B lueg ill Lep omis 

### S 2 5n 5 9 6 H r LC ", 3. 85 PPM 

### N R Su ppl 72 -1 naphthenatelP e troleu m su nfi sh m acr och irus di stilla te mi ll; MRID OO I 14 028 Freshwater Invertebrate Acute Tealcity 8 50 .1010 C opper naph lhenale W ater flea Daphn i a 

### S 98 .9 481rr EC ", 0 34 PP M 0 .1 2 C ore

72 -2 MRID 424 8910 ) ma gna Hi ghly T oxic



### P

a ge 1 5 of28Ec o t oxici ty data are a dequate t o p rovid e th e A ge nc y wi th s uffic i en t in f orm ati on t o d et ermin e ap prop ri a te l a bel p r ecau t ions . 

### Naphth enic A cid Na phthenic ac id s a re s l ig htly - t o- m oderately t o xic t o a quatic o rganism s ( Tab le 7) and p r acti cally n o n- t oxi c to mamm al s o n an ac ute ba s i s ( Tab le 8 ) . f N b b . A ' d ' T A 

### T hI 7 F b

a 

### e 

# . res 

### wat er «matt e O XICltv 0 , a D I 

### emc CI 

### C ommon N ame Scient ific N ame LC ,. (m!VLl Toxicitv Rating: Al ea N ovicula Sem inulum 3 0 . 5 -80 ,5 S l lahtlv t oxic In verte b rat e N o tocra So imoes 4 . 8 M ode ra rel v tox ic Zeb ra F i s h B ra c h v danio r erio s 1 6 .3 S lightly t oxic Z ebra F ish Emb rv o B rachvdan io re r ios 3 . 5 Mode r at e lv to xic Th ree-s p ine S tickleback Gast eros teus a culeatus 5 .0 M oderat e ly toxi c B lueaill Leooomis macr ochirus 5. 6 M ode r ate l v tox ic I
. 10 

### T hi 8 N b ib . A id 

### T "1> I 

### T

a 

### e 

# . aDI 

### emc CI 

### OX ICI • 0 

### erre s ria 

### raamsm s Common N ame Scientific Name L C,.lm!!ILl Tox lcltv Rating R

at A cute Oral 5 .9 Pra c ticall y No n -toxic M ouse A cu teO ra l 3.6 P ra cticallv Non -toxic 

### Adver se Ecological Incid ent s Th ere ar e no report ed i ncident s in th e A g enc y 's E co logica l In ci dent Inf orm ation S ys tem (E llS) regard in g c opper na phthenat e ( PC C ode 0 2 2102) . The a bse nce of d o cum ented i nci de nts d o e s n ot n ec e ssar ily m e a n th a t s uc h in cide n ts di d n o t occu r. 

### E cological E ffects Ri sk Asse ssment Th e Agen cy h as n ot c o nduc t ed a ri s k as s ess me n t th at s up ports a co m plete en dangered s p ec i es determi nation . The e cologica l ri sk a ss e ss ment p l anned duri n g re gi strat ion r eview will a ll o w th e Age n cy t o det ermin e wheth er co pper naphth enat e ' s u s e h a s " n o e ff ect o r " may aff ect " fed er ally l i st ed th reatened 

### or endange red s pec ies (l i ste d s pec i es) o r th eir de sig ned c ritical h a bitats . Wh en an assess m ent c o n cludes tha t a pe st icide 's use " may a ff ect" a li s t ed s pecies o r i t s d esignated critic al h abita t , th e A gency 

### \\ ;11 co nsult with th e U . S . Fi s h 

### an d Wi ld life S ervice an d/or Nat ional M arine Fi s heries Serv ices ( the S e rvic e s) , as a pp ropria te . 

### E nvironmental F ate and E cotm lciry Data G aps and A nticipated W ork N o ne .



### Page 16 o f 2 8

### NAPHT HENATE S ALTS : Z INC NAP HT IIENA TE R E GISTRATION R EV IEW DECISION PRO D UCT C HEM IST RY, ENV IRO NMEN TAL FATE AND E COLOGI CAL EFFE CTS S UMMA RY P C C ode : 088301 ; Cas e N o. 30 99 

### Introd uction : 

### Z

inc na phth ena te i s a f a

tty acid salt a lso known as zinc carboxyla te, m etal soap or zinc soa p . Zinc naphthen ate, is the r eactio n p roduct ofzine oxide and na pht henic acid s . It 

### is a tarry . d ark brown se mi

- solid ( T G A I) 

### wi th a p ungent odor and contains 13 .7 perc ent zinc . It is 

### highly so l ub le in no n- po l ar s o lve nts an d in solub le in w ater and h a s no me asurable v apo r pre ssure . Zi nc naph th ena te w a s fir s t r e gis tered on No ve mber 26 , 1 975 . Th er e are 

## t o regi stered z i nc n aphthen a te product s w hich are li sted in Ta b le 

### t . Z inc nap hthenate prod uct s are re gi s tered fo r u s e a s a w oo d p reserva tive ( fou ndat io ns, b oats , co n s truc t ion pos ts, d oc k s & 

### p i ers, d oo r fram es, d oors, fen ce po sts , f ences, f encing, end c uts, found ation t i mbers green h ou s e w ood and stakes , house s id ing , l and s cape logs lawn f u rniture , m illwork, p lanking , plant er boxes , plywood , po le s, po rche s, po s ts, pressure trea ted w ood en d cu t prot ec t ion, r oof s, s hake s, s hingle s, sidi ngs, s ills , s tairs , s truc tura l logs, s tru ctu ral l umber ; s tru ctur al t imber , s ubfloori ng, w indow s an d f ram es) an d a m ateri al pre serva tiv e ( non -appa rel fabrics , ropes , fi s hnet s , tw ine, c a n vas, burl ap and ot her no napp arel fabr i c m ater i al ) . Th e zi nc naphthe nate te chnical g rade a c ti ve i n gred ie nts (T GA Is) are f ormulation i ntermediates, a ll re gistered to O MG A mericas, Inc . Th ey are techn ica l che mical source p roducts for us e b y fo rmulators i n man ufacturi n g wood pre se rvative/m ateria l s p reservative e nd -use p r

od u cts requirin g E PA r e gistra tio n . Th e perce n tage o f z inc n ap hth enate in th e fo rmu lato r- u s e tec hnic a l so ur ce pr od uc t s ar e 63 %. The vari o u s e nd

- u se pro duct s c an ran g e f rom 7.5% to 6 9%. Product s c ontaining z inc naphth enate are f ormulated a s so luble co ncentrate s, e mul si fiab l e c o n centrat es and re ady-to

- use liquid s . A Re re gistration Eli g ibil ity D eci s ion ( R ED) wa s i ssu ed b y EPA in Se p te mbe r 2007 . Ther e are two act ive in g red ie nt s i n th e n aphthenat e salts cas e 3099 : cop per n aphthenate ( PC Code 023102 ); an d zi nc na phthenate ( PC Code 0 8830 1) . Z i nc n apht hen ate i s app roved b y th e Fo od and Dru g A dmi nis tration for a vari ety of f ood c ontact u se includ i ng the fo llow ing: 2 1 C FR 1 75.30 0 (b ) (3), f ood conta ct s urface as a c o mp one nt of re s in ous an d po ly m e ri c c oat in gs . Res in ous and po lymeri c c oa tings may b e s a f el y u sed as the food -contact s urf ace o f articles intend ed fo r u se i n producing, m anuf acturin g, p ack i ng, proce s sing, pre paring, tr eating, p ackaging , transporti ng, o r holding food, i n acco rdance w ith the fo llowing p re scribed co nditions : (a) Th e c oati n g i s applied as a co ntinuous film o r e namel o ver a me tal s ub s trate , o r the c oating i s i ntended f or r e peat ed food -c ontac t us e and i s appl ie d to an y s uitab le s u bs trate a s a co nti nuous

Page 1 7 of28

### fil m o r enam el that s e rv es as a fu nctional b arrie r be tween th e food a nd the s ubstrate. 2 1 C F R 1 75 .1 05, Ad he s ive c omponen t in p ackaging m aterial . Ad he s ive s m a y be s afe l y u sed as co mponents o f art icle s intende d f o r u se in packag in g , transporting . o r ho lding food . A s described in 4 0 C FR Part 18 0, z inc naphthenate (C AS# 12 001 -85-3 ) , i s pe rmitted f or u se as inert i ngred ient i n nonfood us e pe s ticide produc t s. Zi nc i s a h ealthy d iet a nd a ne ce s sary n utrient in so il f or bett er yi eld of fo od crop s . 

### T able 1 R egis tered A ctive P roducts of Zin c Na phthenate 

# . Regis t ra t ion N R eg istratio n Nam e Comp a ny N a me F ormulation % of Active Type Ingredient 577-5 45 C le ar C uprinol Bran d Wood Th e Sh erwi n- Wi lliam s Co Ready

- to- Use 13 .5 Prese rv a tive No . 20 S o luti o n 1 719-44 Zin- Tox Wood Pre serv a ti ve M o bile Paint Man ufactu ring Read y -t o - Use 1 6 .00 Co mp any I n c . So lutio n 7424- 9 J asco Term in -8 H 20 Cle ar Jasco Chem ical Corporati o n Re ad y- to- Use 15 . 75 Wood Preservative S o luti on 8% Z inc N ap-All % 30

- 6 OMG A me rica s Inc . F o rmu lat ion 6 3 .0 M -GARD S I 50 W ood Int e rmediate Pres ervat ive Z inc Hydro-Na p Fo rm ulation %30-7 M-GARD W I52 W ood O MGAme ricas Inc . Intermediate 6 3 .0 Pr es erv ative M- GARD W5 5 0 w ood E mulsifiab le % 30 -10 P re s e rvat ive OMG Americas Inc . Co ncentrate 6 3 .0 En d u se Pr oduct 9 630-21 M -GARD S5 50 w ood OMG Americas In c . So luble 63 . 0 Pr

eservative Co n centr ate 4 34 3 7·3 8 % Z in c N aphthenate OMG B e lleville Limited So lub le 6 9 .0 C o ncentrate 6 0061 · 9 Wo lman Wood Preservative Kcp-Coat, I nc . Ready

- to- Use 7.5 W ith Wate r Repell ent C lear S olutio n 6659 1- 3 Green ' s C le ar Woo d Green Produ ct s Co Ready-to- Use 2 3.6 Preservat ive S olutio n



### Page 18 o f 28

### S cience Finding s Th e Ag ency h a s condu cted a re vi ew of the av ailab le pro duct c hemi s try , e nvironme ntal f ate, and e cotox ic ity d ata f o r z i nc nap hthen ate . The fi ndings are s umm arize d below . 

### Pr oduct C h e mi st r y S ummary ' Th e d at a s ub mined p erta ining to the ph y s ic al and c hem ica l c harac te ristics o f the ac ti ve in gredient , zinc n aphth enate i s ad eq uate. A ll produ ct c hemi s try d ata re quirement s h ave bee n satis fied f o r th e a c tive ingredient z inc n aphthenate . T herefore , th e A ge ncy do e s not a nt icip ate ne eding a d d itio na l product c hemi s try d ata for z i nc nap hthenate a t thi s time . T ab l es 2 and 3 co nta in th e co mplete p rod uct c hem istry inf ormation for th e ac tive ingre die n t zi nc n aphthenate . Table 2 . C hemie all dentity C he mica l N ame Na p hthenic a c ids , z inc sa lts Co mmo n N ames Z i nc n aphthen ate S ynonym s Na phthenic aci d s, zi nc salt; 6SN -Z n ; C uprinol clear ; Na phthenic aci d, zi nc s alt ; Na phthex Z n ; N ikka Na phthe x Z inc; Ni k ka N aphthex Z n; Z in c n aphthenat e ; Zn 

### Na nhthe n ate Tr ade Na m e Z inc u ver sol Z i nc s alt o f n aph thenic ac id IU PAC Nam e Z i nc n aphth al e ne - 2- carbo x ylate Zi nc n aph thenate Mo lecular We i g ht 3 19 . 71 gl mole PC Co de 0 88301 C A S Regi stry N um ber 1 2 001

- 85-3 Mo lecular Fo rmula 2(C I 1 

### H , O ,)Z n**22 0~**  

### Re gistration Re view Cas e No . 3099 Re gi strati on Review Ca s e N ame Na phthe nate sa lts Cl assification C arb oxy l ic S alt C h emi cal Famil y O rga n o z i nc M olec ular S truc tur e : 

# ° [ (C IJ, ) . COOJ,Zn 

# aY'0

-

In" 

# yCC 2(C Il 

### H ,O ,) Z n

### ~~ 

### 0"**~~I** 

# ° Z i nc n aphth en ate

Page 1 9 of 28

### Table 2 . Chem ical 

### Identity

m 

### Z

i nc n aphth enate

Zinc nap hth enate 2



### .. ,.



### Z

inc naph then ate

Z

i nc naphthenate

Page 20 o f 28T able 3 . Product C h emi s trv Data S u m marv of Zi nc n a nh then ate (TGA I 80 % ) Gu ideline N o. P hys ic al and C hemical V alue P rceertl es 8 30 .15 50 Pr od uc t ide nt i ty a n d Ref er to T ab le 3 . com posi tion 8 30 . 1600 D e sc rip tion of ma terial s CB I use d t o p r o du ce th e p rod uct 8 30 . 1 620 De scri ptio n of p rodu ct ion CB I nr

ocess 8 3 0 . 1650 Descr iption of formu lati o n C B I c rocess 8 30 . 1670 Di sc u ss ion o f forma tio n o f CB I imn uri tie s 8 30. 1700 Pre liminary a na lysis CB I 8 3 0 .1 750 C ertifie d l imit s CBI 8 30 .180 0 En forcem ent ana lytica l HPL C me thod 830 .1900 S ub mitta l of samn les 

### NA 830 .630 2 Co lo r Tarry , dark bro wn se mi-solid Na phthe nic acid : Gol d t o black li quid 830 .6303 Phv s ic a l Sta te 8 3 0 . 6304 Odo r Od orle s s . M u s ty hy dr ocarbo n o d or 8 30 . 63 13 S tabi li ty t o su nlig ht . nonna l M ater ia l i s stab le o ver a w ide r a ng e of t emperature an d no t su bject an d el eva t ed t empera t u re, t o UV d egra d at io n m e ta l s/me ta l ion s Z inc N apthen ate i s rec o g niz e d as a n e x tremely st a b le c ompou nd . T o co nfirm t hi s rep utati on , a nalyzed two yea r o ld s a m ples f ro m th e labo ratory s h el f. N ew an aly s i s as we ll a s v is ual exam ina tio n co nfirm ed s tability o f the T GA I. 8 30 . 63 14 Oxi dationIReduction : 

### N A Chem ical Inc o m na t ibi litv Prod uct doe s n ot contain oxi dizing o r reduc ing ae ents 8 30 . 63 1 5 F lam mability 

### N A F lash oo int : 1 35 O F 8 30. 6316 E xc lodabil itv N A be cause th ere i s no ex pl os i v e in gre di ent . 8 30.63 17 S torag e S t ability I ndefi nit e s tability . No lo ss o f a.i. ingr edi ent z in c as m etal. T h e N P i s st a nd a rd m i ld st e e l cont a iner s w a s stor ed in an unh e at e d w are h ouse a nd ana lyzed f or per iods up to 2 years . W ith in the li m it s o f th e an a lytica l meth o d n apht henate p e rcentages di d no t va ry in the two ye ar pe riod . S table at 2 5 "C in c omme rcial pac kaging . The ph ysical prope rt ie s of th e p r od uct h ave not c hanged and the quantity of the act ive in g re di e nt has no t c han ge d a fter s torage f o r o ne y ear . 8 30 .63 19 M i s cibility Mi scib le in mo st hy dr oc arbon s ali phat ic an d aro ma tic 8 30.6320 Co rrosio n Chara cte ri stics N o n-c o rr os iv e 8 30 .6321 D ie l ectric br eakdown 

### N A vo lta Qe 8 30 .7000 p H Thi s i s n o t re q uired bec a us e the t echn ica l grade of the act ive ingre dient canno t be diluted o r d i sperse d w ith wate r . 83 0 .7100 V i sc o s ity 

### NA
Pa ge 21 o f2 8G uideline No . P hys ical and Ch emica l Valu e Prope rt ies 830 .7200 M elting poi nt A d ist inc t m elt in g p o int w o uld n ot be e xpec t ed fo r I n n aphrhen ate d ue its com plex chem ical co mpos ition . 66 °e Fo r co mmercially -available n aphthen ic acids , the reported melting po int i s bet ween - 3 5 ° C and + 2 ° C. 83 0 .722 0 B oiling po int 1 16 ° C The bo il ing po int f or comme rcially

- availab le n aphthenic aci ds i s w ithin the range 140

- 200 ° C. 8 30 .7300 D en s ity De n s ity: 0 .962 g1mL at 25 °C (l it .) Refr active index : n201D 1 .46 3 0 (l it . ) 1 . 02 gmIm l at 20 ° C The reporte d density f or na phthenic acid s is 0 .91

- 0 .96 g/ cm ' at 1 5 °C. S pecific gravi ty : 0 .96 6 at 2 5 cC Na phthenic aci d : Sp e r : 0 .98 2 at 2 0 C C !4 CC (liquid ) 830 .7370 Di ss ociation C o ns tant 7 . 1 3 and 9 .18 @20' e Th e p Ka valu es for In napthenat e we re 7 .3 1 ( SO = 0 .0131) a nd 9 . 18 ( S O = 0 .0466 ) . Thi s indica t es tha t In naphth enate w ill be 500 10 di ssociat ed into an i on iz ed m eta l m oiety and ion ized org anic aci d at a pH o f7.3 1 . Be cause I n i s d ivalent a nd In n aphthe nate ha s tw o mole s of naphth enic acid per mol e o f Zn. th ere i s a s eco nd d i ssociat ion point (Le., p H 9 . 18 ) wh ere the me ta l m oiety will d issociate fro m the s econd mole o f nanhthe nat e . 8 30 .7550 P artition coefficie nt (n - lo g Part ition C oefficient : 1 . 10 @ 2 0 cC oc tan ol!wa ter) Th e lo g P art it ion coeffi cient of 1 . 10 i s very low in dic atin g li ttle o r no pot ential f o r s ign ifi can t bio accumu lation . 8 3 0 . 7840 Sol ubility in water W ater dis persa ble It i s so lub le in w ate r at 24 " C at a co ncentration o f 0 .0 15 gram s pe r liter . Th e esti mated wa ter s o lubility for a range o f m olec u lar we ight n aphthenic acids ran ged from 0 . 000 3 t o 2 .1 m glL. 80 mgIL @ 2 0 0e W ate r S o l : 15 .4 m gIL ( EP I S uite)

- Zn Nap 830 .xxxx S olubility in organic The T GA I i s com plet ely so luble in aromatic and ali phatic so lvents pe troleum h ydroc arbon so l v ents. It i s a s light ly so lubl e (I % or le ss ) in po lar so lvents o f le s s than thr ee carbo n cha in l e ngth s . It i s m oderately sol uble ( 1

- 20 % ) in po lar s o lv e n t s o f m ore th an th ree ca rbon c h ain lengths . H igh ly s oluble i n non - polar s olvents . Naohthe nic aci d : s oluble in o il 8 30 . 7950 V apor pre s sure I X 10" mm H g at 25 cC 9 . 33 E-008 mm H g ( EPI Sui te ) H LC : 2 .549E -009 atm -m 3 /mo le ( E PI S uite) B iod e gradation 50 % degradation to CO 2 in 24 d (ba sed naphth enic a ci d ) 

### Page 22 o f 28G uideline No . Ph ysical a nd C hemical V a lue P rone rties Photo d egr ad atio n 

### N A In so lut ion at enviro nmental p lf s , Z n n aphthenate w ill d is s ociate to a s igni fic ant d egree . Zn w ill n ot pho todegrade . Na phthenic ac id is a com plex d istill ate frac tion for which ph otodegradation canno t be reliabl y e s timated or ac curat ely m easured . Nf

A No t applic able ; T GAI T echnica l G rade Ac tive I n gre dient : C B I Co nfidential Bu sines s lnf ormatio n 

### E nvironmental Fate su mmary Th e A gency recognizes that zin c naphth enate di ssociates in water to 

### fo rm z inc and naphthen ic a cid . The se de gradates are pe sticide s and hence s hould be c on sidered in the environmen ta l fa te profile o f z inc naphthenate . The Ag e n cy bel ieves there is s ufficient informati on to addres s the env ironmental fate on Z n 2 + . 

### Co nver sely , the env iro nmental che mi stry o f naphth enic ac id i s not w ell kn own. T herefore , fate s tudie s s ho uld pr ovide inf ormation on th e environmental c hemistry of n aphthenic acid . N aphthenic Aci ds : N aphthenic acid s a re a f am il y o f car boxylic a cids , co mposed predominantly of a lkyl-substituted c ycloaliphatic car boxylic a cid s with s maller am ounts of acyclic a liphatic (par affi nic or f atty) acid s . Aromati c o lefinic , hydroxyl, and dib asic acid s are a lso p re s ent a s m inor co mponent s of naphthe nic acids . The cy cloaliphatic ac id s i nclude s ing le ri ngs and f used m ultiple rin g s . T he c arboxyl gro up i s usua lly bo nded o r attached to a si de cha in rather than direc tly to the cycloa liphatic ri ng . Zinc nap hthenate i s z inc sa lt of n aphthenic ac ids . Zi nc nap hthenate is a member o f the metal c arboxy late s gro up and naphthen ic a cids are a co mplex gro up of carbo xylic a ci ds. All of the metal c o rboxyl ates sa lts are d esigned to add m etals to chemical reac tion s . They theref ore are expec ted to di ssociate i nto free meta l and free acid . O ne c haracteri st ic of zi nc naphthenate and o ther metal c ar b oxyl ates is th at th ey readily d issoc iate from an ion p air int o f ree meta l and f ree ac id . Th e y a re found as p artially d issocia ted products in the ambient env ironment ( i . e . , neu tra l pH ) . Dis sociation i s a revers ible process and the pro portion o f di sso ciated sa lt i s d ependent o n the pH and pKa (the di s soci ation co nstant) , which i s th e pH at which 50 % di ssociation occu rs . In the low pH en vi ronment of th e dig estive tract (e .g. , p H 1 .2) comple te di ssociat ion wi ll occur f o r the se me tal c arboxy lates . The tran sport and bioavai lability of the meta l s a nd ac id s are determi ned by their so lubility in env ironmental me dia an d bio logical fluid s wh ich is d etermined b y e nvironmental p arameters s uc h as pH . 

### S ummar) ' of Existi ng Dat a The exis ting data i s s ummarized bel ow . The d ata i s de rived primarily fro m the FIFR A d ataset, which supports a c urrent re gistration o f z inc naphth cnate as a f ungicide. Th is data has been reviewed b y the U . S. EPA Office o f Pe sticide Program s a nd accep ted as part o f th e regi s trati on proc e ss . Z in c n aphthenate readily di ssociate i nto the co rre spo nding me tal and c ar b oxylic aci d , Th e Age ncy b elieves th ere i s s ufficient i nformation to a ddre ss th e 

### Page 2 3 o f 28

### environmental f ate o n Zn 2 + . 

### Therefore . fate su mmaries are p rov ided f or th e parent co mpound (z inc nap hth enate ), and the acid ( nap hth enic a cid). P hysicoch em ical P rop erties A di st inct melt ing p oint would no t be expecte d f or z inc nap hthenate du e i t s co mplex che mical compo si tion . Exi sting d ata are ava i lable f or wa ter so l ubility, b oiling p oint , vap o r p re ssure an d parti t ion coeffic ient . The lo w v apor pre ssu re 

## « 1 .0 mm Hg) ind icates a low tendency to vapori ze . The log partiti on coe fficient o f 1 . 10 is very low indicating little o r no potential for si gnificant b ioac cumulati on . Log Partiti on C oefficient fo r N aphthenic ac ids : < 5.1 to 9 .2. S ee T able 3 . Env ironme ntal F ate Pa rame ters: D i ssocia tion in water: D i s sociation c on stan t i s a key pro perty , b ecau s e the f ate a nd e ffects of t he c ompound are b ase d upon the d i ssoc iati on prod uct s. One key c haracte ri s tic of a ny meta l carbo xyla te is th a t it read i ly d i ssociate s from an ion pair in to f ree me tal and f ree a cid a s the p H i s decreased . A d is sociation s tudy was condu cted to det ermine the equilibrium con stant o f zinc naphthenate . The re sults de monstrated tw o pK a v alue s , 7 .3 an d 9 . 18, at 2 0 ° C. Thi s indicate s that z inc n aphthenate will be 5 00

10 di ss ociated int o an i onized metal m oiety and io nized o rganic ac id at a pH of 7 .31 . Be cause z inc i s div alent and z inc naph thenate h as tw o m oles of naphthenic a cid per m ole of z inc, there i s a s econd d issociation po int ( i . e ., p H 9 . 18 ) w here the met al m oiety wil l di ssociate from the s eco nd m o le of n ap hthen ate . Na phthenic a cid : Di ssoci ation in wa ter a pprox. 5. Nap hthenic a cid s are we ak acid s, w ith m ost p Ka va lues around 5 . B i od eg radation : An ev a luat ion o f the bi odegradat ion o f zi nc n aphth enate i s unnec essary . Th e parent . metal sal t, di s sociate s int o zi nc, which d oes not bi odegr ade, and naphtheni c acid, which i s kn O\\TI 

### t o b i odegrade . Biod egradation is not re levant fo r th e el ement zinc . Mi xtures o f sod ium sa lts o f naphthenic a cids have e xhibited de gradat ion ( 50% in 24 day s; 60 % i n 

### to d ays). Fi fty per ce nt of n aphth e nate ( sod ium s al t) w as reported to be minera li zed to C O 2 

### in 24 -day s b y microbial popul a tions i nd ige no us to oi l s ands t ailin gs. Ph o todegradan on: 

### I n so luti on a t envi ronm e nt al pH s , z inc na phthenate wi ll di ss ociate to a s ignifican t degre e . Z inc wi ll not ph otodegrade . N aphthenic acid is a c omp l ex di stilla te fra ction f or whic h phot odegradat ion cannot be rel iably e stimated o r a ccurately measured . Ex perimenta l ph otolysis data are ava ilable t o indicate that naphtheni c a cids ( both mixture s and ind ividual c ompounds) are not s ignificantly degraded b y expo sure to natural s unlight, anificial so lar ra diation , or artifici al UV -ran ge radia tion . The re fore, th e pho todegradability o f z inc is not relevant, as the ele ment z i nc doe s not degrade furt her. Tran sport : F ugacity m odel s rel y up on a co mpound bei ng p ure and non-ionized an d are inappropria te f or a meta l c arboxyl ate s uch as zinc napht henate , whi ch dis socia te s in to ionized moiet ie s. In additi on, beca u se naph then ate i s not a pure chemical, bu t rather a compl ex petr o leum d istillate fraction, mode lin g c annot be 

### u sed to a ccurately and re liably pr edict tran sport . Fu gacity m odel ing is d esigned fo r uni onized , p ure c ompounds an d thu s is c onsidered in appr opriate for zi nc naphthen ate and i ts d issociation products . Page 24 of28

### Tran spo rt (Fugacity ) : 98 % partit io nin g to s o il pred icted f o r n aphth en ic a c i d . Th e di s tribu tio n o f a range o f naphthenic a c ids wa s p redicted u si ng the Level I Fu ga c ity m odel in E PIWIN v .3 . 1O . Th e princip al d i s tribution f ollowing en vironm ental r elea s e woul d b e t o s oil an d/or s e diment , wi th 9 8 % part itionin g t o se dime nt. Zi nc N apbthena te Leachabili ty from T rea ted W ood (J\1 RI D No. 44095 1 -01 ): No n Guideli neI6 8- I-SS A qu eous Availa bility St udy : The objec tive of t h is s tu dy w as t o de termine th e l e a ch a bility o f z i nc f rom z i nc n a ph t henat e wood p ro duct s u n der typi c a l u se co nditions . The t wo typical m ethod s of a pplicat io n o f z inc n a phthen a te to wo od are p re ss ure tre atment o r s urf ac e treatm ent. B oth t yp e s w ere prep ar ed f o r u s e in thi s s tud y . T he tr eatm ent s w ere a s clo se a s p o ssibl e t o n onnal appl ication m ethod s . A " dipping " method wa s el ected as th e s urf ace tr eatme nt b ecau se it repre s ent s a typical s urface a pplicatio n producin g a m a ximum tr eatm e nt rate . The am oun t of zi nc f ro m zi nc na phthenate in re pre sentat ive sam ples of trea ted an d un tre a ted w ood w as d eterm ined . T o s i m u la t e wors t c ase e nd

- u se c ondition s , tre a ted w o od p roduc ts and untre a ted ( control) w ood s take s w e re t otally s ubme r ge d i n un buffered dei onized 

### (D I) w a ter , a nd w ith 

### DI wate r b uff ered to pH 5, pH 7, an d pH 9 . Le achate s w ere an alyze d f o r t ot al zi n c ov er a 3 0

- d ay int erval. A labor atory s tud y o n s a pwo od sta ke s o f s o u th e rn ye llow p in e woo d h as s h o wn th at z in c naph thenate d oe s leac h f rom th e s urface

- tre at ed an d p re s sure -tre ate d w ood . Th e rate s of le a c h ing from th e s urface -tre a ted w ood and pr e ssure tr ea ted w ood f o llow t he o rde r : rat e of leac hi ng is highe st in pH 5 > p H 7

- u nbuffered so luti o n > pH 9 . Th e rate o fleac hi n

# yfrom s u rfac e tre ated w ood a t pH 5 is: 0 . 112 pp m/ em ' /d ay an d f o r pH 9 i t i s 

### O . 002 6, p p m/ em I da y a 4 0

- fold le ss . S imilar ly th e rat e o f l ea ch ing f rom a pre ss ure trea ted wood at pH 5 i s: 0 .0 19 p p ml cm 2 / d ay and for pH 9 t he va l ue i s 0 .00 12 , a rate o flea c hin g i s 1 6- f o ld le ss. Th e ra te of zi n c n aph then ate th a t l each fro m the tr e at ed w ood i s s h o wn be low in T a bl e 4 . 

### N f L hi 

### T b l 

### 4

a 

### e . R ate 0 eae 102 from on-Pressu re T r eated and P r essur e T reated Wood M ethods of Ap pli cation Zinc Naphthena t e I Am ount of L eac ha te) No n - pre ss ure ( Surfac e) T r eated W o od pH 5

- 0 . 11 2 

### pp m/cm v day oH 9 0 .00 26 oo m/em ' /dav P re ss ure Trea ted W ood p H 5 0 . 0 19 p pm/ e m Id a y p l1 9 0 .001 2 p p m/e m ' /da y T he ma ximum t ot a l leached z in c level s o ve r th e 3 D- day tes t for e a ch m atrix and eac h tr eated w o o d typ e (p res s u re tr ea ted and s urfa ce tr eated ) ge nerally f ollowed t he o rder : p H 5 > pH 7

- u nb u ffered de ionized wat er > p H 9 ( See Tabl e 5 be l ow)

Page 25 o f 28

## • 

# • Ta ble 5 : Max imum Leac hing Le nis Tota l Leached Zinc (ppmJ1n
. 2 ) Treatment Pressure Surface Untreated Ma trix 1 2 3 1 2 3 1 2 3 pH5 0.501 0.603 0 550 .404 . 85\ .286 0.00 5 .004 .005 pH7 .286 03 15 3 05 .289 .778 1566 0 . 003 ",D " ID Dl**.26** . 170 .400 .1 84 . 993 1 . 472 

### N D f'l D IN D pH 9 0.01 4 0. 020**.02** . 042 0.047 

### ND maxunu m s olu t Io

n concentrQ/Ion/surface area obtained In JO -day t est. below delectUm li mit 

### Water Quality Zinc naphthenate i s not identified as a cau se of imp airment fo r any water bodie s lis ted as impaired under s ection 3 03(d) o f the C lean W ater Act, b ased on inf ormation pro vided at http ://i aspub .epa .gov/tmdl w atersl O /atta ins nation cy .c ause d etail 303 d ? p cau se gro up id = 88 In addition , no Total M aximum D aily Loads ( TMDL) have b een devel oped f or z inc n aphthenate, ba sed o n in formation pr ovided at http ://ia spub.epa.gov/tmdl water s lO /attain s nati on.tmd l pollutant detail ?p p ollutant group id

- 885&p pollut ant group name -PESTI CIDES . M ore in formation o n impai red w ater bodies and TMDL s can 

### be f ound at http ://W\\- w .ep a .gov/owow /tmd l/ . Th e A gency in vites s ubmission of water qua lity d ata f or thi s pe sticide. To the e xtent poss ible, d ata s hould c onform to the q uality s tandards in A ppendix A of the 

### O f f S tandard Op erating Procedure : In clusion a/ Impai red Wat er Body and O ther Wat er Qua lity Data in OfP ' s Registration Review Ri sk Assessme nt a nd Management Process (s ee : http :/ /\\'\\w .epa .gov /oppfead 1/ c b/ppdc I2006/n o vember06/ s e s s i o n 1- s op . pdf ), i n ord er to ensure they c an be u sed qu antit atively or qualitat ively in pe sticide r i sk a ssess ments. 

### E cological E ffects 

### Sum mary Th e Age ncy has re viewed fi ve ec otoxicology s tudies f or z inc naphthen ate sa lt . The five s tudie s su bmitted o n the f ormulated produ cts were a ll fo und to be acceptable fo r u se in a hazard ass essment . Ecotoxicity g uideline s tudies and the r esults are s ummarized in Ta ble 6 . The A ge ncy's conclu s ions for the avian and aquatic effect s s tudie s are a s foll ows . 

### To xicity to Bird s To eva luate th e ac ute toxicit y to bird s , the Age ncy reviewed o ne ac ute ora l toxi city s tudy for th e z inc napht henate s a lt. Th e acu te o ral toxicity s tudy on the bobw hite q uail indicate th at the z i n c naphthenate sa lt i s pract icall y n ontoxic on an acu te o ral ba sis. The s ubacute toxicity fo r the co pper n aphthenate sal t w as d etermined fro m two s tudie s co nducted on th e bo bwhite qua il an d the mallard duc k. The re sults of the se s tudies indicate t hat Page 26 of28

### th e zinc n aphthenate sa lt i s p racticall y nonto xic to avian spec ie s through su bacute di etary e xpo sure . To xicity to Aquatic Animal s O n an a cute b asis, th e z i nc naphthe nate s alt is sig htly to m oderately toxi c t o fre shwater fi sh. I 

### S It 

### Z · N hth T hI 6 E I I cirv DI S 

### a e co OXCI 

### . aa ummarv or IDC ! apr ena e 

### a 

# . G UIDE COMMON T AXOl'iOMIC TEST .;. ST UDY DOSE TOXI TOX , St udy 

### TOX

UJ'olE NAME NAME TYPE AI TIME TYPE CITY LEVEL ;'IlOEL Sta t us CAT EGO RY Avian Acute Ora l Toxicity 8 50.2 100 Bo bwhite Col inus 0 1 4 .3 14 D LO ", > 2250 M GK < 175 S uppl Pra ct icall y 7 1-1 qua il vir ginianu s Nonto xic M R I D 4 23 48604 A via n Subacute Dietarv T oxic i ty 8 50 .22 00 B obwhi t e Colinus D 14 . 3 8D L C ", > 562 0 PPM 562 0 Sup pl Prac tica l ly 71 -2a q uail v i rg inian us Nontoxic MRID 4 234 8 60 5 850 .2 200 Ma llard 

### f'n as D 14 .3 8D L C ", > 5620 PP M 5620 S upp l Pr a c ticall y

71 · 2b duc k [p latyrh yn c hos Nontox ic M RID 4 2348606 Freshwate r Fish Acute Toxicity 8 50 . 10 75 Rainbow Onco rhynchus S 13 .0 96 hr L C ", l.l PPM 0 .3 C ore M od er at e ly 72

- 1c Trou t m y k.iss Toxic MRID4248 9102 8 50 . 1075 Blu eg ill Le p o m is S 13 . 0 96 hr L C ", 92 PPM 3 2 S up p l Sl ightl y T oxic 72

- l a su nfi s h ma croc h irus M RID TN 0629 

### Ecoto xicity data ar e a dequate to pr ovide th e A gency with s ufficient inform ation to d etermine a ppropriate label p recaution s. Adverse E cological Incident s Th ere are no reported i ncide nts in th e A g ency ' s Ecological I ncident In f orm ati on S yste m (E ll S) regarding z inc n aphth enate ( P C C ode 08 830 1 ) . Th e ab s ence o f doc umented i nc idents d oes not ne ce s sarily m ean t hat s u c h incid e nt s did n ot o ccur. Ecologica l E ffects Risk Assessment The A gency h as n ot c o nduct e d a ri sk as s e ss ment th at s up po rts a co mplete en dangered s pecies det erm in at ion . Th e ec ologica l ri sk ass essme nt pl anned d urin g regi st rat io n review 

### will all ow the Agen cy to determ ine whe ther zi nc n aphthen ate's use h as "no eff ect o r "m ay affect " federally l i st ed t hreat ened or e nd ange red s pecies ( l is ted s peci es) o r thei r de s igned c ri t ica l Page 2 7 of 28

### habitats . When an asse ssment concl ude s that a pe sticide's u se " may affect" a li st ed s pec i es o r its de signated crit ical h abitat, the Age ncy w ill consu lt w ith the U . S . Fis h and Wildlife S ervice and/o r Nationa l Marine Fishe ries Se rvice s (the S ervices), a s appropriate. 

### Environmental F ate and E cotoxicity Data Gaps and Anticipated Work No ne .



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