THE CHEMISTRY OF EPISULFIDES: I. THE REACTIVITIES OF PROPYLENE SULFIDE AND PROPYLENE OXIDE TOWARDS ANILINE

Abstract

The rates of reaction of propylene sulfide and propylene oxide with aniline have been measured at three temperatures between 30° and 50°. The episulfide is found to be the less reactive and has the higher activation energy. The results are interpreted as indicating a considerable degree of ring opening in the transition state, with the strain energy of the ring providing a considerable portion of the activation energy.