Aromatic sulfonation 85. Halogen directing and steric effects in the sulfonation of the twelve halogenotoluenes and some related compounds

H Cerfontain, A Koeberg??Telder, K Laali…

Index: Cerfontain, Hans; Koeberg-Telder, Ankie; Laali, Khosrow; Lambrechts, Hans J. A.; Wit, Peter de Recueil: Journal of the Royal Netherlands Chemical Society, 1982 , vol. 101, # 11 p. 390 - 392

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Citation Number: 6

Abstract

Abstract The isomer distributions for the sulfonation of the twelve halogenotoluenes and some trisubstituted halogenomethylbenzenes, with both 98.4% H 2 SO 4 at 25 C and sulfur trioxide in nitromethane at 0 C, have been determined and found to be very similar. The predominantly para-directing effect of the halogen substituent dominates over that of the methyl substituent: with the 2-halogenotoluenes, the degree of 5-substitution decreases ...