Premium
Nitrogen‐15 nuclear magnetic resonance spectroscopy. NH proton exchange reactions of urea, thiourea, acetamide and thioacetamide
Author(s) -
Chun Yu,
Yavari Issa,
Roberts John D.
Publication year - 1982
Publication title -
organic magnetic resonance
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.483
H-Index - 72
eISSN - 1097-458X
pISSN - 0030-4921
DOI - 10.1002/mrc.1270180205
Subject(s) - acetamide , thiourea , chemistry , thioacetamide , urea , catalysis , proton , inorganic chemistry , base (topology) , nuclear chemistry , organic chemistry , biochemistry , physics , quantum mechanics , mathematical analysis , mathematics
Measurements are reported of NH exchange rates of urea, thiourea, acetamide and thioacetamide, using line‐shape analysis with natural‐abundance 15 N NMR spectra. Base‐catalyzed NH‐proton exchange of thiourea is 30–40 times faster than for urea, while the corresponding acid‐catalyzed exchange is 150 times slower. The base‐catalyzed proton exchange for thioacetamide is about 1000 times faster than that of acetamide at 25°C, while the corresponding acid‐catalyzed exchange is some 260 times slower.