The Migration Aptitude of Ethyl vs. Methyl in Solvolyses of Neopentyl-Type Systems1

RL Heidke, WH Saunders Jr

Index: Heidke,R.L.; Saunders,W.H. Journal of the American Chemical Society, 1966 , vol. 88, p. 5816 - 5820

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Citation Number: 11

Abstract

Abstract: Rates of acetolysis at 100 and 110" were determined for neopentyl (Ia), neohexyl (Ib), 2-ethyl-2-methyl-1-butyl (IC), and 2, 2-diethyl-l-butyl (Id) brosylates. The products of acetolysis were found to be almost entirely rearranged olefins, accompanied by ca. 1 of acetate esters which included traces of unrearranged acetate. The relative yields of methyl- migrated and ethyl-migrated products were determined for Ib and IC. Methyl migrates ...