Chlorination of Unsaturated Compounds in Nonpolar Media

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Science  01 Sep 1967:
Vol. 157, Issue 3792, pp. 997-1005
DOI: 10.1126/science.157.3792.997


Our work has shown that the apparently simple chlorination of unsaturated materials in nonpolar media is actually rather complex because of the occurrence of competitive reaction pathways, one polar and one radical. Means of recognizing, predicting, and separating the pathways have been developed, and general characteristics of each with respect to relative rates and product distributions have been elucidated. A most intriguing discovery is that of the spontaneous generation of radicals by interaction of certain unsaturates and chlorine; much more work is needed for clarifying the nature of this unexpected reaction.