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15 N and 13 C NMR study of acylated hydrazines. The instability of trifluoroacethydrazide in the solid state
Author(s) -
Fritz Hans,
Kristinsson Haukur,
Mollenkopf Max,
Winkler Tammo
Publication year - 1990
Publication title -
magnetic resonance in chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.483
H-Index - 72
eISSN - 1097-458X
pISSN - 0749-1581
DOI - 10.1002/mrc.1260280410
Subject(s) - chemistry , nuclear magnetic resonance spectroscopy , conformational isomerism , formamide , hydrazide , carbon 13 nmr , crystallography , solid state , carbon 13 nmr satellite , fluorine 19 nmr , stereochemistry , organic chemistry , molecule
Trifluoroacethydrazide is unstable even in the solid state with respect to hydrazonium N,N ′‐ditrifluoroacetyl hydrazinate, as shown by 15 N and 13 C NMR spectroscopy. The 1 H, 13 C and 15 N NMR data and rotamer distributions of formyl‐, acet‐ and trifluoroacet‐hydrazide and of N,N ′‐diformyl‐, N,N ′‐diacetyl‐ and N,N ′‐ditrifluoroacetyl‐hydrazine are reported and compared with the results of earlier investigations. A conformational dependence is observed for 1 J (NH) and 2 J (NH) in the formylhydrazides and of 1 J (NH), 2 J (NH) 3 J (NH) in the N,N ′‐diformylhydrazines. The conformational dependence of 2 J (CH) in formamide, reported in the literature, however, could not be confirmed.