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Aminolysis of the 4-acetoxybenzoate anion catalysed by cyclodextrins

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Aminolysis of the 4-acetoxybenzoate anion catalysed by cyclodextrins

Ghadiali, Delna (2000) Aminolysis of the 4-acetoxybenzoate anion catalysed by cyclodextrins. Masters thesis, Concordia University.

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Abstract

From the kinetic investigation of the cleavage of the 4-acetoxybenzoate anion (4-ABA) in the presence of three cyclodextrins (Ì-CD, Ý-CD, and Þ-CD) in basic aqueous solution, the results indicate that 4-ABA binds to Ì-CD fairly weakly while no binding is observed between 4-ABA and Ý-CD or Þ-CD. The effects of the three CDs on the kinetics of the aminolysis of 4-ABA by primary amines have been investigated. Rate constants for the nucleophilic attack by free and CD-bound amine are obtained. For Ì-CD, values of the reactivity ratios for the linear amines are low (<1) implying deceleration of the aminolysis reaction due to binding to the CD. In the case of Ý-CD, the reactivity ratios are slightly larger (>1 for both n -alkyl and branched amines), implying modest catalysis. As for Þ-CD, the values of the reactivity ratios are >2, which also signifies modest catalysis

Divisions:Concordia University > Faculty of Arts and Science > Chemistry and Biochemistry
Item Type:Thesis (Masters)
Authors:Ghadiali, Delna
Pagination:xvii, 101 leaves : ill. ; 29 cm.
Institution:Concordia University
Degree Name:Theses (M.Sc.)
Program:Chemistry and Biochemistry
Date:2000
Thesis Supervisor(s):Tee, Oswald S
ID Code:1138
Deposited By:Concordia University Libraries
Deposited On:27 Aug 2009 13:17
Last Modified:08 Dec 2010 10:18
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