Infrared and Raman spectra of N,N-bis(trifluoromethyl)hydroxylamine and bis(trifluoromethyl) nitroxide

The infrared and Raman spectra of N,N-bis(trifluoromethyl)hydroxylamine ((CF3)2NOH) and of bis(trifluoromethyl) nitroxide ((CF3)2NO\ub7) have been recorded and vibrational assignments proposed. In the vapor phase (CF3)2NOH exists as a mixture of two conformers which have an enthalpy difference of ca. 12 kJ mol-1. The most stable conformer has Cs symmetry. The spectra of (CF3)2NO\ub7 are indicative of a planar, C2v, structure though a quasi-planar structure with a low barrier to inversion cannot be ruled out. A frequency of 133 cm-1 has been tentatively assigned to the CNO bending mode which is out of the CNC plane. Since (CF3)2NO\ub7 is less likely to be planar than an acyclic dialkyl nitroxide, it is concluded that the latter also should be considered to be planar species. The CF3 rotational barriers of (CF3)2NOH and (CF3)2NO\ub7 are discussed. \ua9 1981 American Chemical Society.Peer reviewed: YesNRC publication: Ye