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
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Related Subjects
37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY
400201* -- Chemical & Physicochemical Properties
640302 -- Atomic
Molecular & Chemical Physics-- Atomic & Molecular Properties & Theory
74 ATOMIC AND MOLECULAR PHYSICS
ALCOHOLS
ALKYNES
AMINES
BINDING ENERGY
CARBON 13
CARBON ISOTOPES
CHEMICAL BONDS
CHEMICAL SHIFT
CHLORINATED ALIPHATIC HYDROCARBONS
CHLOROFORM
COUPLING
COUPLING CONSTANTS
DEUTERIUM COMPOUNDS
ELEMENTS
ENANTIOMORPHS
ENERGY
EVEN-ODD NUCLEI
GLYCOLS
HALOGENATED ALIPHATIC HYDROCARBONS
HYDROCARBONS
HYDROGEN
HYDROGEN 1
HYDROGEN COMPOUNDS
HYDROGEN ISOTOPES
HYDROXY COMPOUNDS
HYPERFINE STRUCTURE
INTERMEDIATE COUPLING
ISOTOPE EFFECTS
ISOTOPES
J-J COUPLING
LIGHT NUCLEI
MAGNETIC RESONANCE
MOLECULAR STRUCTURE
NMR SPECTRA
NONMETALS
NUCLEAR MAGNETIC RESONANCE
NUCLEI
ODD-EVEN NUCLEI
ORGANIC CHLORINE COMPOUNDS
ORGANIC COMPOUNDS
ORGANIC HALOGEN COMPOUNDS
ORIENTATION
RESONANCE
SPECTRA
SPIN ORIENTATION
STABLE ISOTOPES
TEMPERATURE DEPENDENCE
400201* -- Chemical & Physicochemical Properties
640302 -- Atomic
Molecular & Chemical Physics-- Atomic & Molecular Properties & Theory
74 ATOMIC AND MOLECULAR PHYSICS
ALCOHOLS
ALKYNES
AMINES
BINDING ENERGY
CARBON 13
CARBON ISOTOPES
CHEMICAL BONDS
CHEMICAL SHIFT
CHLORINATED ALIPHATIC HYDROCARBONS
CHLOROFORM
COUPLING
COUPLING CONSTANTS
DEUTERIUM COMPOUNDS
ELEMENTS
ENANTIOMORPHS
ENERGY
EVEN-ODD NUCLEI
GLYCOLS
HALOGENATED ALIPHATIC HYDROCARBONS
HYDROCARBONS
HYDROGEN
HYDROGEN 1
HYDROGEN COMPOUNDS
HYDROGEN ISOTOPES
HYDROXY COMPOUNDS
HYPERFINE STRUCTURE
INTERMEDIATE COUPLING
ISOTOPE EFFECTS
ISOTOPES
J-J COUPLING
LIGHT NUCLEI
MAGNETIC RESONANCE
MOLECULAR STRUCTURE
NMR SPECTRA
NONMETALS
NUCLEAR MAGNETIC RESONANCE
NUCLEI
ODD-EVEN NUCLEI
ORGANIC CHLORINE COMPOUNDS
ORGANIC COMPOUNDS
ORGANIC HALOGEN COMPOUNDS
ORIENTATION
RESONANCE
SPECTRA
SPIN ORIENTATION
STABLE ISOTOPES
TEMPERATURE DEPENDENCE