SULFONATION OF CUMENE WITH SULFURIC AND HALOGENOSULFONIC ACIDS
The sulfonation of cumene by sulfuric and chloro- and fluorosulfonic acids in the range of 0-100 deg C under heterogenous and heterogenous-homogenous conditions gives mixtures of isomeric sulfonyl halides and/or sulfonic acids, in which the para isomer predominates (90-95percent of the total isomers at temperatures above 75 deg C and/or with the addition of the sulfonating agent to the cumene).If the reagents are mixed in the opposite order and at low temperatures (0-25 deg C), the proportion of the ortho isomer in the mixture of sulfo products increases to 20-22percent.The yield of the sulfonyl halides show an extremal relationship with temperature.The composition of the sulfonic acids and their halides formed under the conditions of a single experiment with the halogenosulfonic acids differ as a result, probably, of the nonequilibrium nature of the process and of the presence of several paths to the formation of the acid halides.
Krylov, E.N.,Odintsova, G.N.
p. 1695 - 1701
(2007/10/02)
NATHAN-BAKER EFFECTS IN THE HETEROGENEOUS SULFONATION OF ALKYLBENZENES
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Krylov, E. N.,Khokhlova, S. G.
p. 341 - 343
(2007/10/02)
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