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The Gas-Phase Thermal Decomposition of 5-Ethyl-1-pyrroline

✍ Scribed by Alan T. Cocks; Kurt W. Egger

Publisher
John Wiley and Sons
Year
1972
Tongue
German
Weight
370 KB
Volume
55
Category
Article
ISSN
0018-019X

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✦ Synopsis

Abstract

The gas‐phase thermal decomposition of 5‐ethyl‐1‐pyrroline has been studied in the temperature range 721–786 K. The decomposition appears to proceed by two pathways, one a radical route yielding pyrrole, ethylene and ethane as major products, and the other a molecular hydrogen elimination to form initially 2‐ethyl‐3__H__‐pyrrole which rapidly rearranges to other ethylpyrroles via a series of 1,5‐hydrogen shifts. Approximate rate constants for the unimolecular hydrogen elimination have been calculated and fit the Arrhenius relationship:

Approximate calculations based on the radical pathway yield a value of ∼14 kcal mol^−1^ for the stabilization energy in the 1‐pyrrolin‐5‐yl radical, in good agreement with that reported earlier for the substituted 2‐aza‐allyl radical.

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