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Formation of the 1-chloro-1,2,3,4,5,6-hexamethylbenzenonium carbocation in the reaction of hexamethylbenzene with the RSO/sub 2/Cl-Lewis acid system and substitution of the chlorine in this ion by hydrogen

Journal Article · · J. Org. Chem. USSR (Engl. Transl.); (United States)
OSTI ID:6192131
;
It was established that the action of the C/sub 6/H/sub 5/SO/sub 2/Cl-AlCl/sub 3/(AlBr/sub 3/), p-CH/sub 3/C/sub 6/H/sub 4/SO/sub 2/Cl-AlCl/sub 3/(AlBr/sub 3/), and p-CH/sub 3/C/sub 6/H/sub 4/SO/sub 2/F-AlCl/sub 3/ systems in methylene chloride and also of the p-CH/sub 3/C/sub 6/H/sub 4/SO/sub 2/F-SbF/sub 5/ system in sulfuryl fluorochloride on hexamethylbenzene leads not to the corresponding 1-arylsulfonyl-1,2,3,4,5,6-hexamethylbenzenonium ions but to the 1-chloro-1,2,3,4,5,6-hexamethylbenzenonium ion. It was found that in this cation, generated by the action of systems of the ArSO/sub 2/Hlg-AlHlg/sub 3/ type on hexamethylbenzene, a chlorine atom is substituted by hydrogen by the action of atmospheric moisture.
Research Organization:
Novosibirsk Institute of Organic Chemistry, USSR
OSTI ID:
6192131
Journal Information:
J. Org. Chem. USSR (Engl. Transl.); (United States), Journal Name: J. Org. Chem. USSR (Engl. Transl.); (United States) Vol. 22:6; 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
ALUMINIUM 27
ALUMINIUM BROMIDES
ALUMINIUM CHLORIDES
ALUMINIUM COMPOUNDS
ALUMINIUM ISOTOPES
ANTIMONY COMPOUNDS
ANTIMONY FLUORIDES
AROMATICS
BENZENE
BROMIDES
BROMINE COMPOUNDS
CATALYSTS
CATALYTIC EFFECTS
CATIONS
CHARGED PARTICLES
CHEMICAL REACTIONS
CHEMICAL SHIFT
CHLORIDES
CHLORINATED AROMATIC HYDROCARBONS
CHLORINATION
CHLORINE COMPOUNDS
DECHLORINATION
DEHALOGENATION
FLUORIDES
FLUORINE 19
FLUORINE COMPOUNDS
FLUORINE ISOTOPES
HALIDES
HALOGEN COMPOUNDS
HALOGENATED AROMATIC HYDROCARBONS
HALOGENATION
HYDROCARBONS
HYDROGEN 1
HYDROGEN COMPOUNDS
HYDROGEN ISOTOPES
HYDROGENATION
HYPERFINE STRUCTURE
INORGANIC ACIDS
IONIZATION
IONS
ISOTOPE EFFECTS
ISOTOPES
ISOTOPIC EXCHANGE
LEWIS ACIDS
LIGHT NUCLEI
LINE BROADENING
MATERIALS TESTING
MULTIPLETS
NMR SPECTRA
NUCLEI
ODD-EVEN NUCLEI
ORGANIC CHLORINE COMPOUNDS
ORGANIC COMPOUNDS
ORGANIC HALOGEN COMPOUNDS
ORGANIC SULFUR COMPOUNDS
SPECTRA
STABLE ISOTOPES
SULFONES
SYNTHESIS
TESTING