Tetrazines

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Structural formulas of isomeric tetrazines: 1,2,3,4-tetrazine (left), 1,2,4,5-tetrazine (middle) and 1,2,3,5-tetrazine (right)

Tetrazines are a class of heteroaromatic six-membered rings with four nitrogen atoms in the ring and thus a subgroup of the azines . Of the three possible isomers , 1,2,4,5-tetrazine is particularly important. 1,2,3,4-tetrazine and 1,2,3,5-tetrazine are of lesser importance. The latter are only known in the form of condensed ring systems or partially hydrogenated derivatives.

The water-soluble, symmetrically built 1,2,4,5-tetrazine forms purple crystals which melt or sublime at 99 ° C. With ring closure, diazoacetic ester is formed from two molecules with subsequent oxidation followed by decarboxylation .

Individual evidence

  1. ^ Brockhaus ABC Chemie , VEB FA Brockhaus Verlag, Leipzig 1965, p. 1391.