Nucleophilic debenzoylation of p-nitrophenyl benzoate in cationic micellar media

✍ Scribed by Santosh K. Sar; Nutan Rathod; Piyush Kant Pandey

• Book ID: 102449365
• Publisher: John Wiley and Sons
• Year: 2010
• Tongue: English
• Weight: 246 KB
• Volume: 42
• Category: Article
• ISSN: 0538-8066
• DOI: 10.1002/kin.20469

✦ Synopsis

Abstract

Pseudo‐first‐order rate constants for the nucleophilic debenzoylation reaction of p‐nitrophenyl benzoate with various hydroxamate ions [RC = ONHO^−^] were investigated in aqueous cationic micellar media at pH 7.8 and 27°C. The kinetic rate data of the reaction revealed that the nucleophilic reactivity sequence of these hydroxamate ions is generally benzohydroxamic acid > salicylhydroxamic acid > acetohydroxamic acid. The k~obs~ value increases upon addition of cationic surfactants to the reaction medium involving interfacial ion exchange between bulk aqueous media and micellar pseudophase. The effect of surfactant head and tail group is discussed. © 2009 Wiley Periodicals, Inc. Int J Chem Kinet 42: 106–112, 2010