Issue 0, 1966

Maleic anhydride–hexamethylbenzene mixtures in methylcyclohexane solution and in the solid state. Part I. Physical properties

Abstract

Maleic anhydride and hexamethylbenzene in a solution in methylcyclohexane from a charge-transfer complex with the absorption maximum at 340 mµ. Spectral data appear to indicate the absence of stable complexes of other than the 1 : 1 stoicheiometry. Formation constants of the complex at 25, 40, 50, and 60°, and its bonding enthalpy were calculated (Kc= 1·5 ± 0·2M–1 at 25°; ΔH=–4·0 kcal.mole–1). From the latter value the contribution of the dative structure was obtained. It amounts to 2·3% in the ground state, and in the excited state to about 90%, depending on the assumption made as to the value of the overlap integral. From the integrated absorption intensity, the difference between the dipole moments of the dative and the no-bond structures was calculated and compared with the value obtained by addition of dipole moments expected to characterise the model structure of the complex.

Attempts to prepare a crystalline charge-transfer complex were unsuccessful. The phase diagram of maleic anhydride and hexamethylbenzene indicated no evidence for the presence of stable complexes in the solid state.

Article information

Article type
Paper

J. Chem. Soc. B, 1966, 1142-1147

Maleic anhydride–hexamethylbenzene mixtures in methylcyclohexane solution and in the solid state. Part I. Physical properties

Z. Raciszewski, J. Chem. Soc. B, 1966, 1142 DOI: 10.1039/J29660001142

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