Substituent effects in the gas-phase eliminations of alpha;-substituted alkyl chlorides the pyrolyses of 2-chloro-3-methylbutane and pinacolyl chloride
✍ Scribed by Gabriel Chuchani; Ignacio Martin; Miguel E. Alonso
- Publisher
- John Wiley and Sons
- Year
- 1977
- Tongue
- English
- Weight
- 398 KB
- Volume
- 9
- Category
- Article
- ISSN
- 0538-8066
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✦ Synopsis
Abstract
The gas‐phase pyrolyses of 2‐chloro‐3‐methylbutane and pinacolyl chloride in the temperature range of 345‐390°C and pressure range of 60‐220 mm Hg are homogeneous and unimolecular in a seasoned reaction vessel. The temperature dependence of the rate constants is given by the Arrhenius equations
and
respectively. The Wagner‐Meerwein rearrangement was not observed in these eliminations. Some correlations for the pyrolysis of α‐substituted alkyl chlorides are presented and discussed. These facts are consistent with the heterolytic nature of the cyclic transition state mechanisms for these reactions.