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Vakhitova, L. N.; Burdina, Ya. F.; Skrypka, A. V.; Popov, A. F.; Savëlova, V. A.

doi:10.1023/a:1012572311021

Cited by 4 publications

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“…At the same time magnetic stirrers are used fairly often in chemical laboratory practise and in particular for heterolytic nucleophilic substitution reactions under phase-transfer conditions (e.g., see [78][79][80]). It is not therefore impossible that mechanochemical effects may also play an important role here.…”

Section: Metal Catalysts and Mixed Metal-oxide Catalystsmentioning

confidence: 99%

Mechanochemistry in heterogeneous catalysis

Митченко

2007

Theor Exp Chem

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Section: Metal Catalysts and Mixed Metal-oxide Catalystsmentioning

confidence: 99%

Mechanochemistry in heterogeneous catalysis

Митченко

2007

Theor Exp Chem

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“…This reagent is an a-nucleophile (HOO -) which can be used for the destruction of nerve paralytic toxins [2] and also as a mild oxidant (H 2 O 2 ) for the decomposition of mustard gas and its analogs. These processes are accelerated considerable by the introduction of activators into hydrogen peroxide [3].The hydrogen carbonate catalyzed oxidation of organic sulfides in water and aqueous ethanolic media has been studied previously [4]. It was established that a co-solvent (ethylene glycol, isopropanol, tert-butanol) solved the problem the solubility of the substrate and at the same time led to a decelerated both the catalytic (H 2 O 2 /HCO 3 − ) and non-catalytic (H 2 O 2 ) processes.…”

mentioning

confidence: 99%

“…The hydrogen carbonate catalyzed oxidation of organic sulfides in water and aqueous ethanolic media has been studied previously [4]. It was established that a co-solvent (ethylene glycol, isopropanol, tert-butanol) solved the problem the solubility of the substrate and at the same time led to a decelerated both the catalytic (H 2 O 2 /HCO 3 − ) and non-catalytic (H 2 O 2 ) processes.…”

mentioning

confidence: 99%

“…Methyl phenyl sulfide is a model analog for mustard gas both in its hydrophobic properties and reactivity [4]. The micelle forming CTAB is used because cationic detergents are effective catalysts for nucleophilic substitution [6] and oxidation reactions [5].…”

mentioning

confidence: 99%

“…The value of K S was determined from the equation For the systems studied with CTAB CCM = 1·10 -4 mol·L -1 [5]. The course of the oxidation was monitored spectrometrically, as described elsewhere [4], with the ratio…”

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Micellar catalytic effects in the oxidation of methyl phenyl sulfide with hydrogen peroxide and the hydrogen peroxocarbonate anion

et al. 2006

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The kinetics and mechanism of the catalysis by ammonium hydrogen carbonate oxidation of methyl phenyl sulfide with hydrogen peroxide has been investigated. Using the classical pseudo-phase model of micellar catalysis, the basic parameters of the catalytic process have been determined: the binding constants of H 2 O 2 , the HCO 4 − anion, and the substrate to the surface of the micelles, and also the second order rate constants for the oxidation of methyl phenyl sulfide in the micellar phase.There is considerable interest in systems based on hydrogen peroxide in the development of universal systems of oxidative nucleophilic action for the decomposition of ecotoxicant substrates [1,2]. This reagent is an a-nucleophile (HOO -) which can be used for the destruction of nerve paralytic toxins [2] and also as a mild oxidant (H 2 O 2 ) for the decomposition of mustard gas and its analogs. These processes are accelerated considerable by the introduction of activators into hydrogen peroxide [3].The hydrogen carbonate catalyzed oxidation of organic sulfides in water and aqueous ethanolic media has been studied previously [4]. It was established that a co-solvent (ethylene glycol, isopropanol, tert-butanol) solved the problem the solubility of the substrate and at the same time led to a decelerated both the catalytic (H 2 O 2 /HCO 3 − ) and non-catalytic (H 2 O 2 ) processes.Consequently aqueous solutions of surface-active substances [5], which on the one hand effectively solubilize the substrate and on the other hand increase the rate as a result of concentration of the reagents on the micellar surface can be examines as and alternative to aqueous alcoholic mixtures.In this work we have studied the kinetic laws of the oxidation of methyl phenyl sulfide (MPS) with hydrogen peroxide (H 2 O 2 ) and the hydrogen peroxocarbonate anion (HCO 4 − ) in aqueous solutions of cetyltrimethylammonium bromide (CTAB).Methyl phenyl sulfide is a model analog for mustard gas both in its hydrophobic properties and reactivity [4]. The micelle forming CTAB is used because cationic detergents are effective catalysts for nucleophilic substitution [6] and oxidation reactions [5]. EXPERIMENTAL35% Aqueous hydrogen peroxide (chemically pure), ammonium hydrogen carbonate (chemically pure), sodium hydrogen phosphate Na 2 HPO 4 ×12H 2 O (chemically pure), CTAB (Merck), recrystallized from an ethanol : ether mixture (1 : 10), and MPS, synthesized by a known method [5], were used in this work.

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A New Reaction Pathway in the Ester Aminolysis Catalyzed by Glymes and Crown Ethers

et al. 2006

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Butylaminolysis of p-nitrophenyl acetate in chlorobenzene in the presence of different kinds of phase-transfer catalysts (crown ethers and glymes) supports the existence of a reaction pathway exhibiting a first-order dependence on the concentration of the phase transfer catalyst and a second-order dependence on the concentration of butylamine. This novel reaction pathway must be included in the mechanism traditionally accepted for the catalysis by phase-transfer agents of aminolysis reactions in aprotic solvents.

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Cited by 4 publications

References 1 publication

Mechanochemistry in heterogeneous catalysis

Mechanochemistry in heterogeneous catalysis

Micellar catalytic effects in the oxidation of methyl phenyl sulfide with hydrogen peroxide and the hydrogen peroxocarbonate anion

A New Reaction Pathway in the Ester Aminolysis Catalyzed by Glymes and Crown Ethers

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