The Mechanism in the Photolysis of 5-Phenyl-tetrazole Derivatives

5-Phenyl-tetrazole의 光分解反應과 그 메카니즘에 관한 硏究

  • Chae, Young-Bok (Division of Chemistry, Atomic Energy Research Institute) ;
  • Chang, Kyung-Soo (Division of Chemistry, Atomic Energy Research Institute) ;
  • Kim, Sung-Soo (Division of Chemistry, Atomic Energy Research Institute)
  • Published : 19670900

Abstract

The main object of this experiment is to provide a systematic approach to the reaction mechanism in the photolysis of 5-phenyl-1,2,3,4-tetrazole during which the formation of C-phenyl-nitrile-imine of 1.3-dipole was expected. So the occurrence of 1,3-dipole-addition was examined but not observed despite the formation of nitrile-imine. 3,6-diphenyl-1,2,4,5-tetrazine (IV); 3,6-diphenyl-1,4-dihydro-1,2,4,5-tetrazine (III); 3,5-diphenyl-1,2,4-triazole; 4-amino-3,5-diphenyl-1,2,4-triazole; benzonitrile; ammonia and nitrogen were isolated as final products of this reaction.

5-Phenyl-tetrazole은 光分解하면 질소 한 分子를 放出하며 1,3-dipole인 C-phenyl-nitrilei-mine을 形成한다. 그러나 이때 dipolarphile의 存在下에서 1,3-dipole-cyclo-addition은 일으키지 않으며 二重合體인 3,6-diphenyl-1,4-dihydro-1,2,4,5-tetrazine(III)을 거쳐 最終産物로서 3,6-diphenyl-1,2,4,5-tetrazine(IV), 2,5-diphenyl-1,2,4-triazole, 4-amino-3,5-diphenyl-1,2,4-triazole, benzonitrile, ammonia 그리고 nitrogen을 生成한다.

Keywords

References

  1. Ann. Chem. v.654 R. Huisgen;J. Sauer;M. Seidel. Liebigs
  2. Dissertation, Munchen Young Bog Chae
  3. R. Huisgen;Young Bog Chae
  4. Chem. Ber. v.93 R. Huisgen;J. Sauer;H. J. Sturm;J. H. Arkgraf