Free-radical-catalyzed isomerization of isocyanides
- 15 November 1967
- journal article
- Published by Canadian Science Publishing in Canadian Journal of Chemistry
- Vol. 45 (22) , 2749-2754
- https://doi.org/10.1139/v67-445
Abstract
The isomerization of methyl isocyanide and of ethyl isocyanide, catalyzed by methyl radicals produced in the thermal decomposition of di-tert-butyl peroxide, has been studied in the gas phase at temperatures near 100 °C. The Arrhenius parameters for the reaction CH3NC + CH3 → CH3 + CH3CN are E = 7.8 ± 0.3 kcal/mole and A = 1012.25 mole−1 cc s−1. It is proposed that the reaction proceeds by addition of the incoming radical to the divalent carbon atom of the isocyanide group, followed by expulsion of the radical originally attached to the N atom. The thermochemistry of addition to the divalent carbon atom is discussed in an Appendix.Keywords
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