Kinetics of sulfonation of amines of the benzene series with sulfur trioxide
The sulfonation of amines of the benzene series with sulfur trioxide in dichloroethane is described by a third-order kinetic equation for an irreversible process, and first order is observed with respect to the compound being sulfonated and second with respect to the sulfur trioxide. The unprotonated molecules of the amines undergo sulfonation, and this leads to the production of the para-aminosulfonic acids with small amounts of the ortho isomers. The reaction mechanism involves electrophilic reaction of the unprotonated amine molecule with the sulfur trioxide dimer S/sub 2/O/sub 6/ and subsequent dissociation of the obtained pyrosulfonate with the production of the amino sulfonic acid and sulfur trioxide. Sulfonation with sulfur trioxide is of interest in connection with the high rate and degree of completion of the reaction and the absence of energy expenditures.
- Research Organization:
- Ivanovo Scientific-Research Institute of Film Materials and Synthetic Leather for Technical Purposes (USSR)
- OSTI ID:
- 6008422
- Journal Information:
- J. Org. Chem. USSR (Engl. Transl.); (United States), Journal Name: J. Org. Chem. USSR (Engl. Transl.); (United States) Vol. 24:3; ISSN JOCYA
- Country of Publication:
- United States
- Language:
- English
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37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY
400201* -- Chemical & Physicochemical Properties
ACTIVATION ENERGY
AMINES
AMINO ACIDS
ANILINE
AROMATICS
BENZENE
CARBOXYLIC ACIDS
CHALCOGENIDES
CHEMICAL REACTION KINETICS
CHEMICAL REACTION YIELD
CHEMICAL REACTIONS
CHLORINATED ALIPHATIC HYDROCARBONS
DISSOCIATION
EFFICIENCY
ENERGY
ENERGY EFFICIENCY
EQUATIONS
HALOGENATED ALIPHATIC HYDROCARBONS
HYDROCARBONS
ISOMERS
KINETIC EQUATIONS
KINETICS
ORGANIC ACIDS
ORGANIC CHLORINE COMPOUNDS
ORGANIC COMPOUNDS
ORGANIC HALOGEN COMPOUNDS
ORGANIC SULFUR COMPOUNDS
OXIDES
OXYGEN COMPOUNDS
REACTION KINETICS
SULFONATES
SULFONATION
SULFONIC ACIDS
SULFUR COMPOUNDS
SULFUR OXIDES
SULFUR TRIOXIDE
YIELDS