74308-35-3Relevant articles and documents
Pyrolysis of Aryl Azides. V. Characterization of Phenylazo, Benzoyl and Formyl as Neighbouring Groups
Dickson, Noel J.,Dyall, Leonard K.
, p. 91 - 99 (2007/10/02)
The enhancements of thermolysis rate of azidobenzene produced by ortho phenylazo, benzoyl and formyl substituents are 21180, 70.0 and 22.8 at 393.2 K (decalin solutions).The same ortho substituents produce much smaller enhancements (169, 8.56 and 10.7 respectively) in the pyrolysis rate of 1-azido-2,4-dibromobenzene.These results are interpreted as steric effects on an electrocyclic thermolysis mechanism, and are not consistent with the alternative pathway of intramolecular 1,3-dipolar addition which continues to be advocated by Hall and Dolan.