Bulletin of the Chemical Society of Japan p. 4393 - 4396 (1988)
Update date:2022-08-11
Topics:
Shinoda, Kiyonori
Yasuda, Kensei
Upon the chlorination of vinyl compounds in alcohols, the reaction products were composed of 2-alkoxy-1-chloro compound (A), 1-alkoxy-2-chloro compond (B) and vicinal dichloride (C).Various vinyl compounds were chlorinated in alcohols at 40 deg C in order to elucidate the effect of their molecular structure on the product distribution.The A/(A+B) was inversely proportional to the relative rate of ordinary chlorination in carbon tetrachloride.The A/(A+B) for the chlorination of allyl chloride in methanol was little affected by the reaction conditions: (1) reaction temperature, (2) mole ratio, and (3) elapse of time.However, the A/(A+B) increased with increasing Es value of the alkyl group of alcohol.
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