By boiling trichloroethylene with 1 mole % of benzoyl peroxide, a dimer of trichloroethylene, 1, 1, 3, 3, 4, 4-hexachloro-1-butene, was obtained in 62% conversion. 1, 2, 3, 4-Tetrachloronaphthalene and a compound of molecular formula C8H4Cl14, whose structure is presumably (CHCl
2CCl
2CHClCCl
2-)
2, were isolated in small amounts from the reaction mixture. The former is thought to have resulted from successive addition of a phenyl radical produced from benzoyl peroxide to two molecules of trichloroethylene followed by intramolecular inter action of the odd electron of the radical thus formed with the benzene ring.The latter arises apparently from dimerization of the dimer radical CHCl
2CCl
2-CHClCC
22·. The details of the reaction mechanism are discussed.
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