Kinetics of Reaction of Oximate α‐Nucleophiles with<i>p</i>‐nitrophenyl Acetate in Alkyltriphenyl Phosphonium Bromide Micelles

Ghosh, Kallol K.; Kolay, Sancheeta; Satnami, Manmohan L.; Moore, Sarah; Palepu, R.; Dafonte, P. R.

doi:10.1080/01932690601057655

Cited by 6 publications

(3 citation statements)

References 43 publications

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“…Oximates are used as potential reactivators of organophosphate‐inhibited acetylcholinesterase (AChE) due to their α‐effect nucleophilic reactivity. They have proved to be very efficient in promoting acyl, phosphoryl, and sulfuryl transfer processes 1–8. AChE is a crucial enzyme in the human body 9–17.…”

Section: Introductionmentioning

confidence: 99%

Kinetic study of the reactions of p‐nitrophenyl acetate and p‐nitrophenyl benzoate with oximate nucleophiles

Tiwari

Kolay

Ghosh

et al. 2008

Int J of Chemical Kinetics

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The reactions of p-nitrophenyl acetate (PNPA) and p-nitrophenyl benzoate (PNPB) with α-nucleophile oximates, that is, butane 2,3-dione monoximate, pralidoximate, and other oximates have been studied in the presence of different cationic surfactants. The first-order rate constant increases with increasing surfactant concentration. The extent of acceleration is dependent on the head group structure of surfactants. The PNPA is more reactive than PNPB toward all the nucleophiles at higher concentration of surfactants.

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Section: Introductionmentioning

confidence: 99%

Kinetic study of the reactions of p‐nitrophenyl acetate and p‐nitrophenyl benzoate with oximate nucleophiles

Tiwari

Kolay

Ghosh

et al. 2008

Int J of Chemical Kinetics

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“…For the last few years, we have been interested in the study of catalytic efficiency of different a-nucleophiles for the hydrolysis of carboxylate and phosphate esters in self-organized systems. [28][29][30][31][32][33][34][35] In continuation of these investigations, we herein examined the comparative hydrolytic efficiency of oxime-based functionalized surfactants, i.e. 3-hydroxyiminomethyl-1-alkylpyridinium bromide series (IA) (Scheme 1) for the different esters.…”

Section: Introductionmentioning

confidence: 99%

Functionalized surfactant mediated reactions of carboxylate, phosphate and sulphonate esters

Tiwari

Ghosh

Marek³

et al. 2010

J of Physical Organic Chem

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Nucleophilic reactivity of some functionalized surfactants, i.e. quaternary pyridinium aldoximes towards the hydrolysis of p‐nitrophenyl acetate (PNPA), p‐nitrophenyl benzoate (PNPB), p‐nitrophenyldiphenyl phosphate (PNPDPP) and p‐nitrophenyl p‐toluene sulphonate (PNPTS) has been studied at pH 7.1 and 27 °C. Addition of functionalized surfactant to reaction medium causes progressive increase in the rate of hydrolysis and reaches a maximum and then decreases due to further addition of surfactant. An increase in the alkyl chain length of functionalized surfactants resulted in an increase in the first‐order rate constant. The apparent pKa and CMC of functionalized surfactants have also been determined by spectrophotometric and conductometric methods, respectively. Copyright © 2009 John Wiley & Sons, Ltd.

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“…Ghasemi et al have determined acidity constants of substituted resorcinol in binary aquo-organic mixtures. Over the past few years, we have been interested in the study of the catalytic efficiency of different α-nucleophiles for the hydrolysis of carboxylate and phosphate esters in self-organized systems. − In kinetic studies, the acidity constant (p K a ) of nucleophiles is very important. Therefore, we herein determine the acidity constants of simple and functionalized oxime-based reactivators.…”

Section: Introductionmentioning

confidence: 99%

Spectrophotometric Determination of the Acidity Constants of Some Oxime-Based α-Nucleophiles

Tiwari¹,

Ghosh²,

Marek³

et al. 2009

J. Chem. Eng. Data

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The acidity constants (pK a ) of oxime group containing nucleophiles like pralidoxime, butane 2,3-dione monoxime (BDMO), and some novel oxime-based functionalized nucleophiles, i.e., 3-and 4-hydroxyiminomethyl-1-alkylpyridinium bromides, have been determined spectrophotometrically at 27 °C in pure water and in a 50% (v/v) water-acetonitrile mixture, respectively. An effect of surfactant concentration on the pK a of pralidoxime has also been studied. It has been found that the pK a of pralidoxime was not affected by surfactant concentration.

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Kinetics of Reaction of Oximate α‐Nucleophiles withp‐nitrophenyl Acetate in Alkyltriphenyl Phosphonium Bromide Micelles

Cited by 6 publications

References 43 publications

Kinetic study of the reactions of p‐nitrophenyl acetate and p‐nitrophenyl benzoate with oximate nucleophiles

Kinetic study of the reactions of p‐nitrophenyl acetate and p‐nitrophenyl benzoate with oximate nucleophiles

Functionalized surfactant mediated reactions of carboxylate, phosphate and sulphonate esters

Spectrophotometric Determination of the Acidity Constants of Some Oxime-Based α-Nucleophiles

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