Synthesis and reactions of the oxides of hexafluoropropylene trimers

Journal Article · Mon Mar 10 00:00:00 EST 1986 · J. Org. Chem. USSR (Engl. Transl.); (United States)

OSTI ID:6191090

Zapevalov, A Ya; Filyakova, T I; Peschanskii, N V; Kodess, M I; Kolenko, I P

By the oxidation of the hexafluoropropylene trimers with an aqueous solution of sodium hypochlorite in the presence of acetonitrile the following ..cap alpha..-oxides were obtained: 2,3-Epoxyperfluoro-3-isopropyl-4-methylpentane and 2,3-epoxyperfluoro-3-ethyl-2,4-dimethylpentane. According to the /sup 19/F NMR data, the epoxidation takes place stereoselectively with the formation of only one conformer of the ..cap alpha..-oxide in each case. The determining effect of the steric factors on the reactivity of the oxides of hexafluoropropylene trimers in reaction with nucleophiles was demonstrated.

• Research Organization: Institute of Chemistry, Sverdlovsk, USSR
• OSTI ID: 6191090
• Journal Information: J. Org. Chem. USSR (Engl. Transl.); (United States), Vol. 21:10; Other Information: Translated from Zh. Org. Khim.; 21: No.10, 2113-2119(Oct 1985)
• Country of Publication: United States
• Language: English

Related Subjects

37 INORGANIC
ORGANIC
PHYSICAL AND ANALYTICAL CHEMISTRY
ALKANES
NMR SPECTRA
SYNTHESIS
ALKENES
OXIDATION
ALUMINIUM HYDRIDES
CATALYTIC EFFECTS
CESIUM FLUORIDES
EPOXIDES
FLUORINATED ALIPHATIC HYDROCARBONS
LITHIUM HYDRIDES
CHEMICAL SHIFT
CHROMATOGRAPHY
CONFORMATIONAL CHANGES
COUPLING CONSTANTS
ELECTRONIC STRUCTURE
FLUORINE 19
HYDROGEN 1
INFRARED SPECTRA
ISOMERIZATION
ISOMERS
ISOTOPIC EXCHANGE
J-J COUPLING
MOLECULAR STRUCTURE
PROPYLENE
STEREOCHEMISTRY
ALKALI METAL COMPOUNDS
ALUMINIUM COMPOUNDS
CESIUM COMPOUNDS
CHEMICAL REACTIONS
COUPLING
FLUORIDES
FLUORINE COMPOUNDS
FLUORINE ISOTOPES
HALIDES
HALOGEN COMPOUNDS
HALOGENATED ALIPHATIC HYDROCARBONS
HYDRIDES
HYDROCARBONS
HYDROGEN COMPOUNDS
HYDROGEN ISOTOPES
INTERMEDIATE COUPLING
ISOTOPES
LIGHT NUCLEI
LITHIUM COMPOUNDS
NUCLEI
ODD-EVEN NUCLEI
ORGANIC COMPOUNDS
ORGANIC FLUORINE COMPOUNDS
ORGANIC HALOGEN COMPOUNDS
ORGANIC OXYGEN COMPOUNDS
SEPARATION PROCESSES
SPECTRA
STABLE ISOTOPES
400201* - Chemical & Physicochemical Properties