Kinetics of alkaline hydrolysis of p??substituted benzylidenemalononitriles in 50% aqueous acetonitrile: substituent effects and quantification of the electrophilic …

N Dhahri, B Taoufik, R Goumont

Index: Dhahri, Nejeh; Taoufik, Boubaker; Goumont, Regis Journal of Physical Organic Chemistry, 2014 , vol. 27, # 6 p. 484 - 489

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Citation Number: 4

Abstract

Abstract The rate constants of the reaction of pX-substituted benzylidenemalononitriles 1a, 1b, 1c, 1d, 1e, 1f, 1g, 1h with hydroxide ion were measured in 50% water–50% acetonitrile at 20 C. The experimental kinetic data reveal that the points pertaining to electron donating substituted compounds (X= Me, OMe and NMe 2) exhibit negative deviations from the Hammett plot. However, the Yukawa–Tsuno plot for the same rate constants resulted in a ...