K. Vaughan, Michael T. H. Liu
Mar 15, 1981
Citations
0
Influential Citations
5
Citations
Journal
Canadian Journal of Chemistry
Abstract
Kinetic parameters (Ea and ΔS≠) for the thermolysis of 3-methyl-1-p-tolyltriazene (1) in tetrachloroethylene have been determined. The near-zero value for ΔS≠ suggests a transition state with minimal stretching of the N—N bonds in tautomers 1a or 1b. The activation energy (Ea = 29.2 kcal/mol) and ΔS≠ for the decomposition of 1 are very similar to those of the azoarylalkanes (Ar—N=N—R), suggesting a similar mechanism of degradation. The major products of the thermolysis of 1 are p-toluidine, N-methyl-p-toluidine, and p-chlorotoluene, which are rationalized in terms of homolytic breakdown of both tautomers.