The Journal of Organic Chemistry

Chemistry of sulfonyl isocyanates. VIII. Kinetics of the reaction with hindered phenols

JW McFarland, SP Gaskins

Index: McFarland,J.W.; Gaskins,S.P. Journal of Organic Chemistry, 1972 , vol. 37, # 1 p. 99 - 102

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Citation Number: 3

Abstract

4-Chlorobenzenes~~ lfonyl isocyanate (I) and 4-toluenesulfonyl isocyanate (11) reacted with 2, 6-disubstituted and 2, 4, 6-trisubstituted phenols. Kinetic studies showed the reactions to be second order, first order in isocyanate and first order in phenol. The relative rates of reaction of the phenols were 2, 6-diisopropyl-> 2, 6-dimethyl-> 2, 6-dibromo-> 2, 4, 6- tri-tert-butyl-> 2, 6-di-tert-butyl-> 2, 4, 6-tribromo-. Isocyanate I was found to be somewhat ...