Structure of the Chlorides from 2, 2, 3-Trimethyl-3-pentanol and 2, 3, 3-Trimethyl-2-pentanol; Steric Effects as a Factor in the Rearrangements of Highly Branched …

HC Brown, RB Kornblum

Index: Brown; Kornblum Journal of the American Chemical Society, 1954 , vol. 76, p. 4510,4511, 4514

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Citation Number: 2

Abstract

Treatment of 2, 2, 3-trimethyl-3-pentanol with hydrogen chloride at 0" leads to the formation of 3-chloro-2, 2, 3-trimethyl-pentane. In both cases the products were established from rate of hydrolysis data and melting points to be essentially pure compounds, free of detectable amounts of any rearranged chlorides. The assignment of structures to the two chlorides was confirmed by photochemical chlorination of the 2, 2, 3-and 2, 3, 3-trimethylpentanes and ...