Hydrochloric Acid → N-(4,4,4-trinitrobutyryl)-N'-(perfluorobutyryl)hydrazine

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Reaction Steps

To a solution of 1.0 g (0.0041 mole) of 4,4,4-trinitrobutyryl chloride in anhydrous diethyl ether (10 mL) stirred at 20° C. (water bath) was added 0.9 g (0.0039 mole) of N-(heptafluorobutyryl)hydrazine. The mixture became thick with precipitate and sufficient ether (10 mL) was added to allow efficient stirring. Pyridine (0.35 ml, 0.0044 mole) was added dropwise and the mixture was stirred for 5 minutes before 5% hydrochloric acid (10 mL) was added. The ether layer was dried (Na2SO4), the volatiles were removed, and the residue was stirred with water to give 1.5 g, mp 146°-150° C. Crystallization from 1,2-dichloroethane gave the product, N-(4,4,4-trinitrobutyryl)-N'-(perfluorobutyryl)hydrazine, 1.2 g (70%) mp 154°-156° C.; 1H NMR (acetone-d6 +D2O): 2.98 (t, 2H), 3.87 (t, 2H).

Provenance & Evidence