Skip to main content
U.S. Department of Energy
Office of Scientific and Technical Information

Nuclear magnetic resonance of chiral molecules. III. Interaction of geminal methyl groups in acetylenic amino glycol

Journal Article · · J. Org. Chem. USSR (Engl. Transl.); (United States)
OSTI ID:6036058
A direct relationship between the temperature and the degree of chemical non-equivalence of the methyl groups at the ..cap alpha.. position to the asymmetric carbon was obtained for 2,3,6-trimethyl-6-amino-4-heptyne-2,3-diol. This confirms the earlier suggestion that intramolecular hydrogen bonds make a major contribution to the formation of the observed chemical nonequivalence of the methyl groups. Spin-spin coupling between the geminal methyl groups was observed at temperatures above 50/sup 0/C. The temperature (greater than 360/sup 0/C) at which the intramolecular hydrogen bonds should not exist was determined by extrapolation.
Research Organization:
V.I. Nikitin Institute of Chemistry, Dushanbe, USSR
OSTI ID:
6036058
Journal Information:
J. Org. Chem. USSR (Engl. Transl.); (United States), Journal Name: J. Org. Chem. USSR (Engl. Transl.); (United States) Vol. 22:5; ISSN JOCYA
Country of Publication:
United States
Language:
English

Similar Records

Nuclear magnetic resonance of chiral molecules. II. Intramolecular interactions in thiazolidinethiones
Journal Article · Fri Oct 10 00:00:00 EDT 1986 · J. Org. Chem. USSR (Engl. Transl.); (United States) · OSTI ID:6388197

Geminal H,D spin-spin coupling and isotope effects in partially deuterated methyl-aromatic compounds
Journal Article · Tue Dec 31 23:00:00 EST 1963 · Australian Journal of Chemistry · OSTI ID:4104442

Steric structure of 4-, 4,6-, and 4,4,6-methyl-substituted 2,2-diphenyl-1,3-dioxa-2-germacyclohexane according to PMR data
Journal Article · Sun Jul 20 00:00:00 EDT 1986 · J. Gen. Chem. USSR (Engl. Transl.); (United States) · OSTI ID:5387427