A Study of the Halogenation of Aliphatic Hydrocarbons and Derivatives Thereof. Part II

摘要

The investigation of the halogenation of the n-butyl halides was extended. The chlorination of n-butyl chloride and n-butyl fluoride was studied at new temperatures; and the fluorination of n-butyl fluoride, reported previously, was repeated to enable the relative rate of attack on the substituted carbon atom to be estimated using mass-spectra. The bromination of n-butyl chloride, fluoride and bromide was studied. The results fall into line with those previously reported and enable some generalisations to be made about hydrogen abstraction reactions in general. To support these deductions the chlorination of n-hexane, n-amyl chloride, n-amyl and n-hexyl fluorides was studied. A start was made in the study of the halogenation of secondary butyl halides. These include the chlorination of sec-butyl chloride and fluoride, and the fluorination of secondary butyl fluoride. The results obtained are in very good accord with the generalisations drawn up on the basis of the previous work. An interesting observation made during the course of this work was the stereospecificity of the reaction of CH3CH CHX CH3 radicals with halogen molecules. (Author)