Sterically screened halogenocyclobutanones. II. Transformation of cyclopropyl-substituted 2,2-dichlorocyclobutanones under the influence of sodium methoxide

Journal Article · Thu Sep 10 04:00:00 EDT 1987 · J. Org. Chem. USSR (Engl. Transl.); (United States)

OSTI ID:6974677

Donskaya, N A; Bessmertnykh, A G

The reaction of cyclopropyl-substituted 2,2-dichlorocyclobutanones (Ia-c) with sodium methoxide was studied. In the case of the 3,3-disubstituted cyclobutanones (Ib,c) and (VI) the only direction of reaction is substitution of the chlorine atoms with the formation of the corresponding 2,2-dimethoxycyclobutanones. From 2,2-dichloro-3-cyclopropylcyclobutanone both the substitution product 2,2-dimethoxy-3-cyclopropylocylobutanone and the ring opening product, i.e., the corresponding dichlorobutyric acid, are obtained.

• Research Organization: M. V. Lomonosov Moscow State Univ. (USSR)
• OSTI ID: 6974677
• Journal Information: J. Org. Chem. USSR (Engl. Transl.); (United States), Journal Name: J. Org. Chem. USSR (Engl. Transl.); (United States) Vol. 23:4; ISSN JOCYA
• Country of Publication: United States
• Language: English

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
ALKALI METAL COMPOUNDS
ALKOXIDES
CARBON 13
CARBON ISOTOPES
CATALYSIS
CATALYTIC EFFECTS
CHEMICAL REACTION KINETICS
CHEMICAL REACTIONS
CHEMICAL SHIFT
CHLORINATED ALIPHATIC HYDROCARBONS
CHLOROFORM
CONFORMATIONAL CHANGES
COUPLING
COUPLING CONSTANTS
DEUTERIUM COMPOUNDS
EVEN-ODD NUCLEI
HALOGENATED ALIPHATIC HYDROCARBONS
HYDROGEN 1
HYDROGEN COMPOUNDS
HYDROGEN ISOTOPES
INTERMEDIATE COUPLING
ISOMERIZATION
ISOTOPES
J-J COUPLING
KETONES
KINETICS
LIGHT NUCLEI
NMR SPECTRA
NUCLEI
ODD-EVEN NUCLEI
ORGANIC CHLORINE COMPOUNDS
ORGANIC COMPOUNDS
ORGANIC HALOGEN COMPOUNDS
REACTION KINETICS
SODIUM COMPOUNDS
SPECTRA
STABLE ISOTOPES
STEREOCHEMISTRY