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Issue 10, 1975
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6-Substituted s-triazolo[4,3-b]-s-tetrazine-3-thiols: a sensitive and specific test for aldehydes

Abstract

4-Amino-5-hydrazino-1,2,4-triazole-3-thiol reacts in acid solution with benzaldehyde to give the 4-benzylideneamino-derivative, and in alkalin solution, under nitrogen, to give the 5-benzylidenehydrazino-isomer. The latter cyclises to give 5,6,7,8-tetrahydro-6-phenyl-s-triazolo(4,3-b)-s-tetrazine-3-thiol, which in the presence of aerial oxygen is coverted rapidly into the purple coloured 6-phenyl-s-triazolo-[4,3-b]-s-tetrazine-3-thiol, the chromogen of the triazolotetrazine test for aldehydes. In the absence of oxygen, the 5-benzylidenehydrazinotriazole slowly undergoes an irreversible isomerisation via the tetrahydrotriazolotetrazine to the 4-benzylideneamino-isomer.

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Article type: Paper
DOI: 10.1039/P19750000975
J. Chem. Soc., Perkin Trans. 1, 1975, 975-979

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    6-Substituted s-triazolo[4,3-b]-s-tetrazine-3-thiols: a sensitive and specific test for aldehydes

    R. G. Dickinson and N. W. Jacobsen, J. Chem. Soc., Perkin Trans. 1, 1975, 975
    DOI: 10.1039/P19750000975

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