An unusual formation of 5-phenyltetrazole in reaction of phenylacetylene with dimethylammonium azide

Citation
Re. Trifonov et Va. Ostrovskii, An unusual formation of 5-phenyltetrazole in reaction of phenylacetylene with dimethylammonium azide, CROAT CHEM, 72(4), 1999, pp. 953-955
Citations number
9
Categorie Soggetti
Chemistry
Journal title
CROATICA CHEMICA ACTA
ISSN journal
00111643 → ACNP
Volume
72
Issue
4
Year of publication
1999
Pages
953 - 955
Database
ISI
SICI code
0011-1643(199912)72:4<953:AUFO5I>2.0.ZU;2-#
Abstract
Phenylacetylene reacts with dimethylammonium azide to give a mixture of 4-p henyl-1,2,3-triazole and 5-phenyltetrazole. Formation of 5-phenyltetrazole could be explained by 1,3-cycloaddition of azide to benzonitrile formed by decomposition of 4-phenyl-1,2,3-triazole.