INTERACTION OF N,N-BIS(TRIFLUOROMETHYL)HYDROXYLAMINE WITH AMINES

N,N-Bis(trifluoromethyl)hydroxylamine is a very weak acid with a dissociation constant of 1.5 × 10-9 in aqueous solution. It interacts with a variety of simple organic amines to form a series of weakly associated adducts which are liquids or lowmelting, sublimable, crystalline solids at room temperature. These adducts are partially dissociated to the parent molecules in the gas phase. Proton nmr spectra, elemental analyses, and mole fraction plots indicate that 1:1 adducts are formed with ammonia, methylamine, dimethylamine, ethylamine, and triethylamine. Trimethylamine and diethylamine form adducts composed of 2 mol of (CF3)2NOH per mole of amine. © 1969, American Chemical Society. All rights reserved.