C. Wentrup, M. Gaugaz
Nov 1, 1971
Citations
0
Influential Citations
10
Citations
Journal
Helvetica Chimica Acta
Abstract
The product of photolysis of di-p-tolyamine in petroleum ether is 3,6-dimethylcarbazole. The primary product of gas-phase thermolysis of di-p-tolylamine at 850–1000°/0.01–0.05 Torr is also 3,6-dimethylcarbazole. In the higher temperature range monomethylcarbazole and carbazole are also formed. Thermolysis of tetra-p-tolylhydrazine at 800–1000° gives only di-p-tolylamine, the latter decomposing further in the higher temperature range. It is concluded that carbazole formation involves in both cases an electrocyclization of the ortho-positions, and not a rearrangement, and that diphenylaminyl is not an intermediate.