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Kinetics and Mechanism of the Ring Opening of 3-carboethoxycoumarin by Sodium Hydroxide and Hydrazine

Author Affiliations

  • 1Chemistry Department, Faculty of Science, King Abdulaziz University, P.O Box.80203, Jeddah 21413, SAUDI ARABIA
  • 2Chemistry Department, Faculty of Science, Beni-Suef University, Beni-Suef City, EGYPTE

Res.J.chem.sci., Volume 2, Issue (12), Pages 57-64, December,18 (2012)

Abstract

The kinetics of the ring opening of 3-carboethoxycoumarin (I) by sodium hydroxide and hydrazine have been studied spectrophotometrically over the 20 – 40oC range.The reaction rate of 3-carboethoxy coumarin (I) with sodium hydroxide is more than it is reaction with hydrazine. The reaction is first order with respect to both [I] and [OH] or [Hyd]. A possible mechanism and derived rate law for these reactions are proposed. The effects of cetyltrimethylammonium bromide (CTAB, a cationic surfactant) and sodium dodecylsulfate (SDS, an anionic surfactant), on the reaction rate have been studied. CTAB accelerates the rate of reaction while SDS inhibits. Enthalpies and entropies of activation for these reactions have been calculated.

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