Formation of benzimidazole derivatives during electron ionization induced fragmentation and pyrolysis of N-benzyl-o-nitroaniline
✍ Scribed by Witold Danikiewicz
- Publisher
- John Wiley and Sons
- Year
- 1998
- Tongue
- English
- Weight
- 147 KB
- Volume
- 12
- Category
- Article
- ISSN
- 0951-4198
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✦ Synopsis
Decomposition of N-benzyl-o-nitroaniline during pyrolysis and upon electron ionization has been studied. Pyrolysis of N-benzyl-o-nitroaniline starts above 450 °C and yields 2-phenylbenzimidazole and 1-phenyl-1,3dihydrobenzimidazol-2-one as the main products. Upon electron ionization N-benzyl-o-nitroaniline undergoes several fragmentations, the most important being eliminations of H 2 O, OH . and HO 2 . . All of these processes are the examples of different ortho-effects. Elimination of H 2 O leads mainly to the formation of 1-phenyl-1,3-dihydrobenzimidazol-2-one, similar to the pyrolytic decomposition. Reaction mechanisms for the main fragmentation processes are discussed.