Kinetics and Mechanism of the Oxidation of Some Secondary Alcohols by Benzimidazolium Dichromate

Kumar, Rakesh; Panday, Dinesh; Kothari, Seema

doi:10.3184/146867810x12894108189440

Cited by 4 publications

(2 citation statements)

References 27 publications

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“…This closely resembles a symmetricaltransition state's characteristic 26,27 . When secondary alcohols are oxidised by BIDC, similar results has previously been noted 28 . Bordwell has vehemently rejected the existence of a concerted one-step bimolecular hydrogen transfer process 29 .…”

Section: Mechanismsupporting

confidence: 83%

The Oxidative Transformation of Substituted Mandelic acids by Ethylenediammonium Dichromate in AcOH-H2 O medium: (A Kinetic Study)

Kharetiya,

Panday

2023

Orient. J. Chem

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The oxidation of Mandelic Acids to the corresponding oxoacids with ethylenediammonium dichromate (EDDC) in aqueous acetic acid has been studied. The reaction is first order with respect to [EDDC] and less than two order observed for Mandelic acids and [H+]. The oxidation of α-deuteriomandelic acid shows the presence of a primary kinetic isotope effect (kH/kD = 6.01 at 298K). The reaction has been found to be catalyzed by [H+] ions. The various thermodynamic parameters for the oxidation have been reported and discussed along with the validity of the isokinetic relationship. With a negative reaction constant (ρ), the reaction displayed a strong correlation with the Hammett σ values. All of the chosen Mandelic acids are oxidised by the same process, according to the Exner plot.

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Section: Mechanismsupporting

confidence: 83%

The Oxidative Transformation of Substituted Mandelic acids by Ethylenediammonium Dichromate in AcOH-H2 O medium: (A Kinetic Study)

Kharetiya,

Panday

2023

Orient. J. Chem

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“…We have been interested in the kinetics and mechanism of the oxidation by newer complexes of Cr(VI). We have published a few reports on the kinetic www.prkm.co.uk and mechanistic aspects of the oxidation by BIDC [3][4][5][6][7][8][9][10]. In continuation of our earlier studies, we report here the kinetics and mechanism of the oxidation of mandelic acid (MA) and nine monosubstituted MAs by BIDC in dimethyl sulfoxide (DMSO), a non-aqueous solvent.…”

Section: Introductionmentioning

confidence: 99%

Kinetics and Correlation Analysis of Reactivity in the Oxidation of Some α-Hydroxy Acids by Benzimidazolium Dichromate

Panday¹,

Kachawa²,

Kothari

2018

Progress in Reaction Kinetics and Mechanism

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Kinetic and mechanistic studies of the oxidation of mandelic acid and nine monosubstituted mandelic acids by benzimidazolium dichromate (BIDC) in dimethyl sulfoxide are discussed with an emphasis on correlation of structure and reactivity. The reactions were of first order with respect to BIDC. However, Michaelis-Menten type kinetics were observed with respect to hydroxy acids. The reactions are catalysed by protons. The deuterium isotope effect for the oxidation of mandelic acid ( kH/ kD = 5.91 at 298 K) indicated an α-C-H bond cleavage in the rate-determining step. An analysis of the solvent effect showed that the role of cationsolvation is major. The reaction showed an excellent correlation with the Hammett σ values, the reaction constant being negative. Based on the kinetic data, analysis of the solvent effect and results of structure-reactivity correlation along with some non-kinetic parameters, a mechanism involving rate-determining oxidative decomposition of the complex through hydride-ion transfer via a cyclic transition state to give the corresponding oxoacid is suggested.

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Role of Ethylenediammonium Dichromate in the Kinetic and Mechanistic Analysis of the Oxidation of Glycolic and Lactic Acids in Aqueous AcOH Medium

Jain,

Kharetiya,

Panday

2024

J Solution Chem

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Kinetics and Mechanism of the Oxidation of Some Secondary Alcohols by Benzimidazolium Dichromate

Cited by 4 publications

References 27 publications

The Oxidative Transformation of Substituted Mandelic acids by Ethylenediammonium Dichromate in AcOH-H2 O medium: (A Kinetic Study)

The Oxidative Transformation of Substituted Mandelic acids by Ethylenediammonium Dichromate in AcOH-H2 O medium: (A Kinetic Study)

Kinetics and Correlation Analysis of Reactivity in the Oxidation of Some α-Hydroxy Acids by Benzimidazolium Dichromate

Role of Ethylenediammonium Dichromate in the Kinetic and Mechanistic Analysis of the Oxidation of Glycolic and Lactic Acids in Aqueous AcOH Medium

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