POSSIBLE INTERMEDIATES IN FORMATION OF 1,3,5-TRIMETHYLBORAZINE

The 110° pyrolysis of H2B(NH2CH3)2+Cl−, H2CH3NBH2NHCH3BH2NH2CH3+Cl− and mixtures of (H2BNHCH3)3 and CH3NH3Cl give H3B3N3(CH3)3, CH3NH3Cl, and H2. The intermediates in the formation of the borazine ring have been investigated by studying the conversion of H2B(NH2CH3)2+Cl− to H3B3N3(CH3)3 in a mass spectrometer and by attempting to prepare possible intermediates. The current experimental evidence suggests that an initial intermediate is a linear, six-membered boron-nitrogen chain. Then, an intramolecular dehydrogenation ring-closure reaction between the ends of the chain leads to a species analogous to cyclohexenes. The more stable borazine ring is then formed from the cyclohexene type of species by the rapid loss of H2. © 1968, American Chemical Society. All rights reserved.