Abstract
The action of chlorine on oximes in hydrogen fluoride as a medium gives gem-dihalogenoalkanes. The reaction proceeds through the intermediate formation of gem-chloronitrosoalkanes. The relative proportions between gem-dichloro, -difluoro and -fluorochloro compounds are dependent on the presence of a cosolvent. The use of other oxidants, such as nitric oxide, dinitrogen tetroxide or nitrosyl chloride, gives similar compounds.
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