Synthesis of 5-(trinitromethyl)tetrazole

Preparation of 5-(trinitromethyl)tetrazole

Preparation of 5-(trinitromethyl)tetrazole

Preparation of 5-(trinitromethyl)tetrazole

A solution of 2o ml trinitroacetonitrile in carbon tetrachloride is added with stirring to the mixture of 15 ml of chloroform, 15 ml of acetic acid, and 0.01 mole of sodium azide, cooled to -35° C. The temperature should not be raised above – 15° C during the addition. At the end of the addition, the temperature of the reaction mixture is brought to room temperature. Inorganic impurities are filtered off, and the chloroform and carbon tetrachloride are evaporated in a vacuum. The residue is dissolved in 50 ml of water, and the pH of the mixture is brought to weakly alkaline using the solution of sodium hydrogen carbonate prior to treatment with 0.01 mole of tetrabutylammonium bromide (or chloride). The resulting oil is separated and left in a refrigerator until crystallization is effected. The solid substance is transferred onto a filter, repeatedly washed with water, dried in air, and recrystallized from 50% ethanol. The tetrabutylammonium salt of 5-(trinitromethyl)tetrazole is obtained with the yield of 3.0 g, and has the melting point 77-78° C.

Chemistry of Heterocyclic Compounds, Vol. 34, No. 3, 1998





InChI Key


Canonical SMILES


Depositor-Supplied Synonyms

1H-Tetrazole, 1-methyl-5-(trinitromethyl)-, 112472-40-9, ACMC-20mgbv, CTK0D1748

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