Sulphation Of N-Alkyl Anilines With Oleum
Keywords:
Abstract
In this article, we can conclude that oleum with a high content of sulfur dioxide should be used for sulfation to increase the content of practically valuable m-isomers in mixtures. However, oleum containing 33-54% free SO3 is practically unsuitable for sulfonation due to its high crystallization temperature. In addition, high resin content has been reported in oleum containing over 50% free SO3 when mixed with H-alkylanilines.
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References
Studies of the sulfonation of H-alkylanilines and sulfates of H-alkylanilines with oleum of various concentrations showed that the isomeric composition of the resulting sulfonation mixtures changes depending on the acidity of the sulfonating agent and the basicity of the H-alkylaniline. This indicates the occurrence of the sulfonation reaction with both the protonated and the non-protonated form of H-alkylaniline in equilibrium with it, the proportion of which varies with the acidity of the medium.
The study of the kinetics of sulfonation of H-alkylaniline sulfates with oleums of various concentrations showed that the sulfonating particle in oleums can be HSO3 + or and H2S2O7 + ions. The transition state consists of a non-protonated or protonated H-alkylaniline molecule, a sulfuric anhydride molecule, a proton, and possibly a sulfuric acid molecule.
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