Energy Barrier for 1,2-Hydrogen Migration in Benzylbromocarbene

Article abstract of DOI:10.1021/j100273a018

Thermolysis and photolysis of 3-bromo-3-benzyldiazirine with tetramethylethylene in isooctane yielded E- and Z-β-bromostyrene and 1-benzyl-1-bromo-2,2,3,3-tetramethylcyclopropane.The intramolecular-intermolecular rate constants derived from the thermolysis and photolysis, when applied to an Arrhenius plot, fall on the same straight line.An A factor of 10^12.1 s^-1 and an activation energy of 4.7 kcal mol^-1 were obtained for the 1,2-H migration in benzylbromocarbene.