Reactivity studies of carbon,phosphorus and sulfur‐based acyl sites with tertiary oximes in gemini surfactants |
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Authors: | Bhanushree Gupta Rahul Sharma Namrata Singh Yevgen Karpichev Manmohan L Satnami Kallol K Ghosh |
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Institution: | 1. School of Studies in Chemistry, Pt. Ravishankar Shukla University, , Raipur, C.G, 492010 India;2. L.M. Litvinenko Institute of Physical Organic and Coal Chemistry, , Donetsk, 83114 Ukraine |
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Abstract: | Kinetic studies of the reactions of tertiary oximes (monoisonitroso acetone; MINA and butane 2,3 dione monooxime; BDMO) with some carboxylate (p‐nitrophenyl acetate and p‐nitrophenyl benzoate), phosphate (p‐nitrophenyl diphenyl phosphate and bis (2,4‐dinitrophenyl) phosphate) and sulfonate (p‐nitrophenyl p‐toluene sulphonate) esters in gemini surfactants have been conducted. The observed first‐order rate constant versus surfactant profiles show micelle‐assisted bimolecular reactions involving interfacial ion exchange between bulk aqueous media and micellar pseudophase. Experimental results showed that MINA exhibited better nucleophilic activity towards ester cleavage 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. |
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Keywords: | α ‐nucleophile tertiary oxime gemini surfactant organophosphates kinetics |
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