Issue 0, 1971

Kinetics of quaternization and conformational analysis of some substituted NN-dimethylcyclohexylamines

Abstract

The rates of quaternization of a number of substituted NN-dimethylcyclohexylamines with methyl iodide in methanol have been measured at 30 and 40°C, and the conformations of these compounds are analysed from the kinetic data. The conformational free-energy difference for the dimethylamino-group is found to be –2·3 kcal mol–1 at 30°C and that for the phenyl group –3·0 kcal mol–1. The kinetic data indicate that trans-3,3,5-trimethyl- and 3,3,5,5-tetramethyl-NN-dimethylcyclohexylamine exist in the non-chair conformation.

Article information

Article type
Paper

J. Chem. Soc. B, 1971, 2287-2290

Kinetics of quaternization and conformational analysis of some substituted NN-dimethylcyclohexylamines

K. Ramalingam, M. Balasubramanian and V. Baliah, J. Chem. Soc. B, 1971, 2287 DOI: 10.1039/J29710002287

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