Chlorination of oximes in hydrogen fluoride: formation of gem-dihalogenoalkanes
作者:Marc Tordeux、Khalid Boumizane、Claude Wakselman
DOI:10.1016/0022-1139(94)03119-k
日期:1995.2
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 nitricoxide, dinitrogen tetroxide or nitrosylchloride, gives
The massspectra of the dichloro- and bromochloro-cyclobutanes, the dichlorocyclopentanes, and the dichloro-, chlorofluoro-, and stable dibromo-cyclohexanes are reported. Four major breakdown pathways can be distinguished, the favoured fragmentation route depending on the ring size, the type of halogen substitution, the the relative position, and cis–trans-relationships of the two substituents. Within