An Infra-Red Study of the Association of Diazoaminobenzene

Abstract

The infra-red spectrum of diazoaminobenzene reveals that dimeric association occurs through hydrogen bonding. In tetrachloroethylene solution, the equilibrium constant for dimer formation is found to be 1.2±0.2 1 mol^-1. The effects of various solvents on the free N-H stretching frequency have been examined, and the frequency shifts are linearly related to those reported by Bellamy and Hallam (1959) for pyrrole. A linear relation of this type is also found for %nitroaniline, and confirms that there is no significant intramolecular hydrogen bonding in this compound.