182183-54-6Relevant academic research and scientific papers
Syntheses and molecular structures of 2-[1′-N-(alkyl)imino-2′,2′,2′-trifluoroethyl]phenols
Schoth, Ralph-Matthias,Lork, Enno,Roeschenthaler, Gerd-Volker
, p. 187 - 191 (1996)
N-(Alkyl)imino derivatives of trifluoroacetyl phenol of the general formula 1,2-C6H4[C(=NR)CF3] [OH] (R = H, 3a; Me, 3b; nPr, 3c; iPr, 3d; CH2CH2NH2, 3e; CH2CH2CH2NH2, 3f; CH2CH2CH2CH2NH2, 3g; CH2CH2OH, 3h; CH2CH2NMe2, 3i) were synthesized from 2-trifluoroacetyl phenol and the corresponding primary amines RNH2. The molecular structures of 3b [monoclinic, P21/n, a=6.641(3), b=18.044(8), c=7.716(3) A, β=99.95(4)°], 3d [orthorhombic, P212121, a=7.784(2), b=9.291(2), c=15.942(4) A] and 3i [monoclinic, P21/n, a=8.660(2), b=18.135(2), c=13.300(2) A, β=99.83(2)°] were determined. In the solid state, 3b, 3d and 3i exist exclusively as E isomers with intermolecular hydrogen bridges, whereas according to the 1H and 19F NMR spectra in chloroform solution, compounds 3b, 3c and 3d isomerize to give a mixture of 66% Z and 34% E isomers.
