Dipole Moments of Tropone, 2-Phenyltropone, Tropolone Methyl Ether and their Derivatives

Abstract

Abstract The dipole moments of tropone, 2-phenyltropone, tropolone methyl ether and their derivatives were measured in benzene solution at 25°. The increase of moment of tropone over that of cycloheptanone was adequately explained by mesomeric effect and an additional effect due to the formation of cycloheptatriene ring. The latter effect was supported by the theoretical moment for heptafulvene. The moments of various derivatives were compared with the theoretical data. The agreement between them confirmed the correctness of the position of substituents in these compounds already determined or inferred from the standpoint of organic syntheses. The apparent moment of tropolone methyl ether hydrate indicates that in benzene the hydrate dissociates into three separate molecules.