Synthesis of 4-methyl-8-oxo-4e-nonenal by the oxidative cleavage of e-geranylacetone. A /sup 13/C NMR spectral study of the intermediates
Journal Article
·
· J. Org. Chem. USSR (Engl. Transl.); (United States)
OSTI ID:6974910
The oxidative cleavage of E-geranylacetone for the preparation of 4-methyl-8-oxo-4E-nonenal was improved. A /sup 13/C NMR spectral study of the intermediates, 9-bromo-6,10-dimethyl-10-hydroxy-5E-undecen-2-one, 6,10-dimethyl-9,10-epoxy-5E-undecen-2-one, and 6,10-dimethyl-9,10-dihydroxy-5E-undecen-2-one and a side-product, 2,2,5,5-tetramethyl-4-(3-methyl-7-oxo-3E-octenyl)-1,3-dioxolane showed the predominant conformations of these compounds in the solvents studied
- Research Organization:
- Ukrainian Printing Industry Research Institute, Lvov (USSR)
- OSTI ID:
- 6974910
- Journal Information:
- J. Org. Chem. USSR (Engl. Transl.); (United States), Journal Name: J. Org. Chem. USSR (Engl. Transl.); (United States) Vol. 23:6; ISSN JOCYA
- Country of Publication:
- United States
- Language:
- English
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·
OSTI ID:6033769
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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
ACETONE
ALDEHYDES
CARBON 13
CARBON ISOTOPES
CHEMICAL REACTIONS
CHEMICAL SHIFT
COUPLING
COUPLING CONSTANTS
EPOXIDES
EVEN-ODD NUCLEI
HEAVY WATER
HYDROGEN COMPOUNDS
HYDROXY COMPOUNDS
INFRARED SPECTRA
INTERMEDIATE COUPLING
ISOMERIZATION
ISOTOPES
J-J COUPLING
KETONES
LIGHT NUCLEI
MULTIPLETS
NMR SPECTRA
NUCLEI
ORGANIC COMPOUNDS
ORGANIC OXYGEN COMPOUNDS
OXIDATION
OXYGEN COMPOUNDS
REACTION INTERMEDIATES
SPECTRA
STABLE ISOTOPES
STRUCTURAL CHEMICAL ANALYSIS
WATER
400201* -- Chemical & Physicochemical Properties
640302 -- Atomic
Molecular & Chemical Physics-- Atomic & Molecular Properties & Theory
74 ATOMIC AND MOLECULAR PHYSICS
ACETONE
ALDEHYDES
CARBON 13
CARBON ISOTOPES
CHEMICAL REACTIONS
CHEMICAL SHIFT
COUPLING
COUPLING CONSTANTS
EPOXIDES
EVEN-ODD NUCLEI
HEAVY WATER
HYDROGEN COMPOUNDS
HYDROXY COMPOUNDS
INFRARED SPECTRA
INTERMEDIATE COUPLING
ISOMERIZATION
ISOTOPES
J-J COUPLING
KETONES
LIGHT NUCLEI
MULTIPLETS
NMR SPECTRA
NUCLEI
ORGANIC COMPOUNDS
ORGANIC OXYGEN COMPOUNDS
OXIDATION
OXYGEN COMPOUNDS
REACTION INTERMEDIATES
SPECTRA
STABLE ISOTOPES
STRUCTURAL CHEMICAL ANALYSIS
WATER