Stereochemical studies. LII. Rates of the Menschutkin reaction in cyclohexyldimethylamines. Some unusual rate effects in a simple reaction

J Sicher, M Tichý, J Zavada…

Index: Sicher,J. et al. Collection of Czechoslovak Chemical Communications, 1968 , vol. 33, p. 1438 - 1450

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Citation Number: 3

Abstract

The rates of the reaction of a series of alkyl-substituted cyclohexyldimethylamines and trans- decalyldimethylamines with methyl iodide in methyl cyanide and 98% methanol have been determined. Considerable scatter was found for the rates of the" equatorial" as well the" axial" 3-and 4-alky1cyclohexyldimethylamines.'{he rate of the 9-methyl-trans-decalyl-2~- dimethyl amine exhibits a notable acceleration relative to trans-decalyl-2~-dimethylamine. ...