Reactivity studies of carbon, phosphorus and sulfur‐based acyl sites with tertiary oximes in gemini surfactants. (18th June 2013)

• Record Type: Journal Article
• Authors: Gupta, Bhanushree; Sharma, Rahul; Singh, Namrata; Karpichev, Yevgen; Satnami, Manmohan L.; Ghosh, Kallol K.
• Is Part Of: Journal of physical organic chemistry. Volume 26:Number 8(2013:Aug.)
• Page Start: 632
• Page End: 642
• Publication Date: 2013-06-18
• Subjects: Chemistry, Physical organic -- Periodicals; 547.1
• DOI: 10.1002/poc.3142
• Languages: English
• ISSNs: 0894-3230

Abstract

<abstract abstract-type="main"> <title> <x xml:space="preserve">Abstract</x> </title> <p>Kinetic studies of the reactions of tertiary oximes (monoisonitroso acetone; MINA and butane 2, 3 dione monooxime; BDMO) with some carboxylate (<italic>p</italic>‐nitrophenyl acetate and <italic>p</italic>‐nitrophenyl benzoate), phosphate (<italic>p</italic>‐nitrophenyl diphenyl phosphate and bis (2, 4‐dinitrophenyl) phosphate) and sulfonate (<italic>p</italic>‐nitrophenyl <italic>p</italic>‐toluene sulphonate) esters in gemini surfactants have been conducted. The observed first‐order rate constant versus surfactant profiles show micelle‐assisted <named-content id="d32e643" content-type="reactionType" xlink:type="simple" xmlns:xlink="http://www.w3.org/1999/xlink">bimolecular reactions</named-content> involving interfacial <named-content id="d32e646" content-type="chemicalTechnology" xlink:type="simple" xmlns:xlink="http://www.w3.org/1999/xlink">ion exchange</named-content> between bulk aqueous media and micellar pseudophase. Experimental results showed that MINA exhibited better <named-content id="d32e649" content-type="reactionType" xlink:type="simple" xmlns:xlink="http://www.w3.org/1999/xlink">nucleophilic</named-content> activity towards <named-content id="d32e652" content-type="reactionType" xlink:type="simple" xmlns:xlink="http://www.w3.org/1999/xlink">ester cleavage</named-content> than BDMO. Pseudophase model has been applied in order to determine micellar second‐order rate constants and binding constants. Copyright © 2013 John Wiley & Sons, Ltd.</p> </abstract>