ChemInform Abstract: n‐Butyltriphenylphosphonium Dichromate: An Efficient and Selective Oxidizing Agent.

Baltork, I. M.; Sadeghi, Morteza; Mahmoodi, Nosrat O.; Kharamesh, Bahram

doi:10.1002/chin.199741074

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2013

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“…The rate of oxidation of the aliphatic oximes did not yield significant correlation separately with Tafts's σ * and ES values [eqns. (12) and (13)]. The rates were, therefore, correlated with Pavelich-Taft's 23 dual substituent-parameter eqn.…”

Section: Resultsmentioning

confidence: 71%

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Oxidative Regeneration of Carbonyl Compounds from Oximes by Pyridinium Fluorochromate: A Kinetic and Mechanistic Study

Sharma¹,

Vyas²,

Choudhary³

et al. 2013

Asian J. Chem.

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The oxidative deoximination of several aldoximes and ketoximes by pyridinium fluorochromate, in dimethyl sulphoxide, exhibited a first order dependence on pyridinium fluorochromate. A Michaelis-Menten type kinetics was observed with respect to oximes. The oxidation of ketoximes is slower than that of aldoximes. The rates of oxidation of aldoximes correlated well in terms of Pavelich-Taft dual substituentparameter equation. The low positive value of polar reaction constant indicated a nucleophilic attack by a chromate-oxygen on the carbon. The reaction is subjected to steric hindrance by the alkyl groups. The reaction of acetaldoxime has been studied in 19 different organic solvents. The solvent effect has been analyzed by multiparametric equations. A mechanism involving the formation of a cyclic intermediate, in the rate-determining step is suggested.

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Section: Resultsmentioning

confidence: 71%

“…10 h for the completion of the reaction. Silica gel (5 g) was then added to the reaction mixture and the mixture was stirred for 15 min 13 . It was then filtered and the solid residue was washed with the solvent (2 % 15 mL).…”

Section: Methodsmentioning

confidence: 99%