Trifluoroacetylation of 9-methylcarbazole. 2. Peculiarities of the reaction due to the presence of trifluoroacetic acid
Journal Article
·
· Chem. Heterocycl. Compd. (Engl. Transl.); (United States)
A satisfactory model of the intermediate in the formation of polyaryltrifluoromethylmethanes in the trifluoroacetylation of 9-methylcarbazole is 1,1,1-trifluoro-2,2-bis(9-methyl-3-carbazolyl)-2-hydroxyethane. The kinetic isotope effect of the reaction was evaluated. It is shown that the rate of the reaction is determined by the formation of a sigma complex. The trifluoromethylation of 9-methyl-carbazole at 110/sup 0/C is accompanied by demethylaction of the substrate under the influence of trifluoroacetic acid.
- Research Organization:
- Institute of Petroleum Chemistry, Tomsk (USSR)
- OSTI ID:
- 6961281
- Journal Information:
- Chem. Heterocycl. Compd. (Engl. Transl.); (United States), Journal Name: Chem. Heterocycl. Compd. (Engl. Transl.); (United States) Vol. 23:3; ISSN CHCCA
- Country of Publication:
- United States
- Language:
- English
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Related Subjects
37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY
400202* -- Isotope Effects
Isotope Exchange
& Isotope Separation
ACETIC ACID
ACETYLATION
ACTIVATION ENERGY
ACYLATION
AROMATICS
AZAARENES
AZOLES
CARBAZOLES
CARBOXYLIC ACIDS
CATALYSIS
CATALYTIC EFFECTS
CHEMICAL REACTION KINETICS
CHEMICAL REACTIONS
CHEMICAL SHIFT
CHROMATOGRAPHY
COMPLEXOMETRY
COUPLING
COUPLING CONSTANTS
DEUTERATION
DEUTERIUM COMPOUNDS
ENERGY
FLUORINATION
HALOGENATION
HETEROCYCLIC COMPOUNDS
HYDROGEN COMPOUNDS
INFRARED SPECTRA
INTERMEDIATE COUPLING
ISOTOPE EFFECTS
J-J COUPLING
KINETICS
MONOCARBOXYLIC ACIDS
NMR SPECTRA
ORGANIC ACIDS
ORGANIC COMPOUNDS
ORGANIC FLUORINE COMPOUNDS
ORGANIC HALOGEN COMPOUNDS
ORGANIC NITROGEN COMPOUNDS
REACTION KINETICS
SEPARATION PROCESSES
SPECTRA
THIN-LAYER CHROMATOGRAPHY
400202* -- Isotope Effects
Isotope Exchange
& Isotope Separation
ACETIC ACID
ACETYLATION
ACTIVATION ENERGY
ACYLATION
AROMATICS
AZAARENES
AZOLES
CARBAZOLES
CARBOXYLIC ACIDS
CATALYSIS
CATALYTIC EFFECTS
CHEMICAL REACTION KINETICS
CHEMICAL REACTIONS
CHEMICAL SHIFT
CHROMATOGRAPHY
COMPLEXOMETRY
COUPLING
COUPLING CONSTANTS
DEUTERATION
DEUTERIUM COMPOUNDS
ENERGY
FLUORINATION
HALOGENATION
HETEROCYCLIC COMPOUNDS
HYDROGEN COMPOUNDS
INFRARED SPECTRA
INTERMEDIATE COUPLING
ISOTOPE EFFECTS
J-J COUPLING
KINETICS
MONOCARBOXYLIC ACIDS
NMR SPECTRA
ORGANIC ACIDS
ORGANIC COMPOUNDS
ORGANIC FLUORINE COMPOUNDS
ORGANIC HALOGEN COMPOUNDS
ORGANIC NITROGEN COMPOUNDS
REACTION KINETICS
SEPARATION PROCESSES
SPECTRA
THIN-LAYER CHROMATOGRAPHY