Abstract
1. The conversion of primary nitramine anions into alkyl nitrates with the same number of carbon atoms by reaction with nitryl fluoride is found to be a general reaction. 2. Both amines and nitramines and their salts can participate in the reaction, which takes place in nucleophilic solvents. 3. A reaction mechanism is proposed, involving azoxy nitrates formed by O-nitration of ambidentate nitramine anions. Azoxy ethers and esters are not nitrated by nitryl fluoride, but dissociate to form ethers or esters and nitrous oxide.
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