Chlorination of oximes in hydrogen fluoride: formation of gem-dihalogenoalkanes

Add time:09/25/2019    Source:sciencedirect.com

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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