GC-FTIR-MS analysis of volatile radiolytic products in the radiolysis of nitroaniline-carbon tetrachloride solutions+

A good deal of products formed in the -radiolysis of isomeric nitroaniline solutions in carbon tetrachloride have been identified using GC-FTIR-MS technique. Tetrachloroethylene, chloroeenzene, hexachloroethane isomeric di-, tri- and tetrachlorobenzenes and chloroisocyanatobenzenes are among the important products formed in the radiolysis. Formation of dichlorobenzene is the result of ipso-substitution of both the nitro and aniline group by chlorine atom and the subsequent chlorination of dichlorobenzene results in the formation of polychlorobenzenes. Chloroisocyanatobenzene is proposed to be the product arising from the interaction of dichlorocarbene and the nitro group of nitroaniline followed by chlorination of the resulting product, isocyanatobenzene. A 94% yield of undissolved 1,2-aminonitrobenzene chloride salt is obtained from the radiolysis of o-nitroaniline solution in carbon tetrachloride with a radiation yield of 1.83 molecules per 100 eV absorbed energy for an irradiation dose of 267 kGy.This paper constitutes part of the Ph.D. Thesis of M.K. Sahoo and forms Part X. of a series entitled Radiolysis and Photolysis of Nitroaromatic Compounds halogenoalkane Mixtures. Part IX, Ref. (1).