… of Benzonitrile N-Methylimine and Benzonitrile Dimethylmethylide to Azabutadienes, Carbodiimides, and Ketenimines. Chemical Activation in Thermolysis of …

…, HM Berstermann, KP Netsch, P Bednarek…

Index: Begue, Didier; Dargelos, Alain; Berstermann, Hans M.; Netsch, Klaus P.; Bednarek, Pawel; Wentrup, Curt Journal of Organic Chemistry, 2014 , vol. 79, # 3 p. 1247 - 1253

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Citation Number: 11

Abstract

Flash vacuum thermolysis (FVT) of 1-methyl-5-phenyltetrazole (5b), 2-methyl-5- phenyltetrazole (1b), and 3-methyl-5-phenyl-1, 3, 4-oxadiazol-2 (3 H)-one (3b) affords the nitrile imine (2b), which rearranges in part to N-methyl-N′-phenylcarbodiimide (7b). Another part of 2b undergoes a 1, 4-H shift to the diazabutadiene (13). 13 undergoes two chemically activated decompositions, to benzonitrile and CH2 NH and to styrene and N2 ...