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The reactivities of 2-substituted cyclohex-1-enylacetic acids with diazodiphenylmethane in eleven alcohols has been investigated. The solvent effect is interpreted in terms of the influence of the relative permittivity on the rate constants. The multiple linear correlation of log k with the Kirkwood function of relative permittivity, Taft σ* value for the alkyl group of the alcohol and the number of γ-hydrogen atoms in the alcohol nγH was highly successful (R= 0.9927). The log k values for the various acids were correlated by using the appropriate form of the extended Hammett equation involving inductive, resonance and steric parameters.The reaction of cyclohex-1-enylacetic acid with diazodiphenylmethane in eleven alcohols shows a good linear free energy relationship with the corresponding reaction of phenylacetic acid (R= 0.9793). The results obtained for 2-substituted cyclohex-1-enylacetic acids were compared with the results for ortho-substituted phenylacetic acids under the same experimental conditions.

The reactivities of 2-substituted cyclohex-1-enecarboxylic acids with diazodiphenylmethane in several alcohols were investigated. The rate data for these acids were correlated with a simple Hammett equation by means of the σp constants. The transmission of polar effects through the double bond, in terms of polar susceptibility constant ρ, has been discussed. For the reactions of a given acid in the various alcohols, the log k and ρ values were correlated through multiple regression on appropriate solvent parameters. The results obtained for 2-substituted cyclohex-1-enecarboxylic acids were compared with the results for ortho-substituted benzoic acids under the same experimental conditions.