Patent GB-912918-A (GB)
Title: Heterocyclic esters of phosphoric and thiophosphoric acids and insecticidal compositions containing them
Inventor: HACKMANN JOHANNES THOMAS
IPC: C07F9/655
Filed: 1959-07-22
Abstract: Bismuth aluminate of formula Bi2(Al2O4)3.  10H2O, particularly for pharmaceutical use, is prepared by reacting an aqueous solution of sodium aluminate containing excess caustic soda with the stoichiometric amount of bismuth nitrate dissolved in amount of dilute nitric acid stoichiometrically equivalent to the free sodium hydroxide of the aluminate, at 40 DEG  to 50 DEG  C. and thereafter washing, vacuum filtering, and drying the precipitate.  The bismuth nitrate solution is slowly poured into the sodium aluminate whilst stirring with a high-speed agitator.  The bismuth aluminate may have a density of 0.2 grams/c.c.ALSO:The invention comprises compounds of the basic structure:-  <FORM:0912918/IV (b)/1> wherein R1 and R2 may be the same or different and each represents a hydrocarbon or halohydrocarbon group, n is 1 or 2, X is an oxygen or sulphur atom and in which the carbon atoms in the lactone ring are attached by the free valencies shown to hydrogen atoms or to alkyl groups, especially methyl groups, or vicinal carbon atoms may be joined with other carbon atoms to form a polycyclic compound.  They may be obtained by reacting a compound (R1O)(R2O)P(X) halogen with an alpha hydroxy lactone having the formula:-  <FORM:0912918/IV (b)/2> The halogen atom is preferably chlorine and the reaction is preferably carried out in the presence of a basic substance e.g. pyridine or lutidine, and under anhydrous conditions and in an inert solvent such as an anhydrous ether, a liquid halogenated hydrocarbon, benzene or a light petroleum fraction.  R1 and R2 are preferably unsubstituted C1-C4 alkyl radicals.  Suitable alpha-hydroxy lactones include 3-hydroxy-tetrahydrofuran-2-one, 3-hydroxy-4,4, 5-trimethyl-tetrahydrofuran-2-one, 3-hydroxytetrahydropyran - 2 - one and 3 - hydroxy - coumaran-2-one.  The products have insecticidal properties (see Group VI).  They are also useful as lubricating additives.ALSO:An insecticidal composition contains as active ingredient a compound having the basic structure <FORM:0912918/VI/1> wherein R1 and R2 may be the same or different and each represents a hydrocarbon, especially C1-C4 alkyl, or a halohydrocarbon group, n is 1 or 2, X is an oxygen or sulphur atom and in which the carbon atoms in the lactone ring are attached by the free valencies shown to hydrogen atoms or to alkyl groups, or vicinal carbon atoms may be joined with other carbon atoms to form a polycyclic compound (see Group IV (b)).  The composition may be in the form of (1) a dust, suitable carriers for this purpose being finely powdered talc, clay, silica, carbon, kieselguhr and fuller's earth which carriers may be oil treated; (2) a wettable powder, a finely divided powder being used in conjunction with a dispersing and/or suspending agent; (3) a liquid formulation which may be a solution or dispersion of the phosphorus ester in an organic liquid, e.g. a petroleum fraction such as kerosine, gas oil, or a lubricating oil fraction or aromatic extract; or (4) an emulsifiable concentrate which may contain a minor proportion of water in addition to an organic liquid and an emulsifying or wetting agent.