1. The reaction of 1,3-butanediol with acetyl chloride was studied. It was proved by gas-liquid chromatography that two isomers are formed: 4-chloro-2-butanol acetate (60%) and 3-chloro-1-butanol acetate (40%). 2. The following reaction mechanism is proposed: first 1,3-butanediol 1-acetate is formed, then, as an intermediary, a six-membered cyclic acetonium cation, and finally, under the action of the chloride ion, this is transformed along two directions with formation of isomeric chlorobutanol acetates.
|Number of pages||5|
|Journal||Bulletin of the Academy of Sciences, USSR Division of Chemical Science|
|Publication status||Published - Dec 1964|
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