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3-Methyl- and cis-3,5-dimethyl- derivatives of 1-methyl-1-chlorocyclohexane (1) provide anancomeric model compounds from which to derive reliable estimates of the 13C NMR chemical shifts of the 1-methyl substituents in the two chair conformers of 1 at the fast exchange limit and thence ΔH° = 4.74 kJ mol-1, ΔS° = 1.9 J mol-1 K-1 for 1E→1A in toluene. © 1987.

Original publication

DOI

10.1016/S0040-4039(01)81018-2

Type

Journal article

Journal

Tetrahedron Letters

Publication Date

01/01/1987

Volume

28

Pages

897 - 900