Abstract

Conformational equilibrium isotope effects (in J mol −1) have been measured for deuteriation of one methyl or methylene group in the trans stereoisomers of 1,3-dimethylcyclohexane (−46 ±10), 2,6- (−80 ±28) and 3,5-dimethylcyclohexanone (−40 ±15), and 3-methyl- (48 ±3) and 3-hydroxymethyl 1-trifluoromethylcyclohexane (45—49 ± 3 in toluene, acetone or methanol). The observed effects are independent of solvent for the hydroxymethyl group The isotope effects for the methyl group in trans- 4 are proportional to the number of deuterium atoms.

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