The Addition of Hydrogen Chloride to Aliphatic Allenic Hydrocarbons1

TL Jacobs, RN Johnson

Index: Jacobs,T.L.; Johnson,R.N. Journal of the American Chemical Society, 1960 , vol. 82, p. 6397 - 6404

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Citation Number: 31

Abstract

The addition of hydrogen chloride to allene and 1, 2-butadiene at-78" involves attack at a terminal methylene group of the allenic system. Allene requires a catalyst such as bismuth trichloride and yields a mixture of 2-chloropropene and 2, 2-dichloropropane. 1, 2-Butadiene yields a mixture of trans-and cis-2-chloro-2-butene in the ratio 87/13; 2-butyne is also formed but does not add hydrogen chloride under the conditions. The orientation of addition of ...