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8702834 
Journal Article 
Studies on cyclohexane derivatives: II. Preparation and chemical proof of the configuration of the two 4‐methylcyclohexanecarboxylic acids 
Van Bekkum, H; Kleis, AAB; Massier, AA; Medema, D; Verkade, PE; Wepster, BM 
1961 
1 
Recueil des Travaux Chimiques des Pays-Bas
ISSN: 0165-0513 
80 
6 
595-607 
English 
The preparation of pure low‐melting 4‐methylcyclohexanecarboxylic acid (m.p. 30.5‐31.5°) is described for the first time. By chemical means it is proved that low‐melting 4‐methylcyclohexanecarboxylic acid possesses the cis‐configuration and the high‐melting isomer the trans‐configuration. For this purpose these acids were converted into cis‐ and trans‐1,4‐dimethylcyclohexane respectively, using reactions which take place without any change of configuration at the cyclohexane nucleus. The configuration of these two hydrocarbons has been proved in the first paper of this series. Copyright 1961 WILEY‐VCH Verlag GmbH & Co. KGaA, Weinheim