Production of 5,6-dimethylene-1,2,3,4,7,7-hexachloro-bicyclo-[2,2,1]-heptene-(2)

    公开(公告)号:GB898378A

    公开(公告)日:1962-06-06

    申请号:GB2556060

    申请日:1960-07-22

    Applicant: BASF AG

    Abstract: A process for the production of 5,6-dimethyl ene - 1, 2, 3, 4, 7, 7 - hexachlorobicyclo - [2,2,1]-heptene-(2) comprises reacting 5,6-bis-chloromethyl - hexachlorobicyclo - [2,2,1] - heptadien-of the formula with zinc or magnesium as a dehalogenating metal in an organic solvent which contains chemically bound oxygen and which is inert or substantially inert under the conditions of the reaction. The term "substantially inert" is employed to mean that there may be a reaction between the solvent and one of the reactants or the reaction product but the velocity of this reaction is so slow compared with the velocity of the dehalogenation reaction that this side reaction does not influence the dehalogenation reaction to an undesired degree. Solvents specified include alkanols having 1 to 6 carbon atoms, fatty acids having 2 to 4 carbon atoms, anhydrides thereof and their esters with alcohols having 1 to 4 carbon atoms, ketones containing 3 to 9 carbon atoms, aliphatic ethers containing 4 to 8 carbon atoms, cyclic ethers containing 4 to 6 carbon atoms, formamide and N-mono-and N,N-dimethylformamide, lactams having 6 or 7 ring members and which may be M-substituted by alkyl radicals with 1 to 4 carbon atoms. In addition a hydrocarbon solvent such as benzene, toluene, cyclohexane, petroleum ether, ligroin and gasoline may be employed in admixture with the oxygen-containing solvent. The oxygen-containing solvents may contain water up to 10% by weight of the total mixture. Hydroquinone and p-tertiary butyl pyrocatechol may be employed in the reaction mixture as polymerization inhibitions. Examples are furnished. 5, 6 - Bis (chloromethyl) - 1, 2, 3, 4, 7, 7 - hexa - chlorobicyclo - [2, 2, 1] - heptadiene - (2, 5) is produced by heating 1,4-dichlorobutine-(2) and hexachlorocyclopentadiene together. Specification 878,650 is referred to.

    5-methylene-1, 2, 3, 4, 7, 7-hexachlor-bicyclo-(2, 2, 1)-heptene- (2)

    公开(公告)号:GB867565A

    公开(公告)日:1961-05-10

    申请号:GB660060

    申请日:1960-02-25

    Applicant: BASF AG

    Abstract: The invention comprises 5-methylene-1,2,3, 4,7,7-hexachloro-bicyclo-(2,2,1)-heptene-2, useful as a herbicide and defoliant. The compound may be prepared by splitting off hydrogen halide from the corresponding 5-halomethyl compound which itself may be obtained from hexachlorocyclopentadiene and an allyl halide.ALSO:A herbicide and defoliating agent comprises a phytotoxic amount of 5-methylene-1,2,3,4,7,7-hexachloro - bicyclo - (2,2,1) - heptene - 2 and a carrier. The compound may be formulated as an aqueous emulsion using any of the usual surfactants and organic solvents or as a dusting agent using an inert solid carrier such as talc &c. or a fertilizer such as calcium nitrate. In examples an aqueous emulsion formulated with sodium lignin sulphonate is used to inhibit the growth of wild oats and other monocotyledons and a dust containing 12% active compound is used to cause defoliation of dwarf beans.

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