FORMATION OF PERACETIC ACID ON AGING OF PERBORATE SOLUTIONS IN ACETIC ACID: KINETICS OF THE OXIDATION OF MORPHOLINE AND<i>N</i>-METHYLMORPHOLINE

Karunakaran, C.; Kamalam, Ramasamy

doi:10.1081/sim-100001930

Cited by 3 publications

(1 citation statement)

References 9 publications

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“…The same type of results is also reported by Elango and Buvaneswari 18 . Operation of inductive and resonance effect opposing each other is known 19 but the present study has no parallel.…”

Section: Structure-reactivity Correlationsupporting

confidence: 79%

meso-TETRAPHENYLIRONPORPHYRIN(III) CHLORIDE CATALYZED OXIDATION OF ANILINE AND ITS SUBSTITUENTS BY m-CHLOROPERBENZOIC ACID

Raja¹,

Karunakaran²

2012

J. Chil. Chem. Soc.

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The most fascinating feature of heme-enzymes such as cytochromes P450 is their ability to carry out oxidations with high selectivity. Metalloporphyrin complexes are used as replicate compounds for cytochrome P450. A kinetic analysis has been carried out with the aim of understanding the mechanistic studies on oxidation of anilines by m-chloroperbenzoic acid catalyzed by meso-tetraphenylironporphyrin(III) chloride in aqueous acetic acid medium. The order of the reaction is found to be second order with respect to the substrate and first order with respect to the catalyst and oxidant. Product analysis proves that azobenzene is the sole product in the catalytic oxidation. The increase of [H + ] in this oxidation retards the rate of the reaction. The effects of substituents on the oxidation rate are studied with 19 ortho-, meta-and para-substituted anilines at five different temperatures. The thermodynamic parameters for the oxidation have been determined and discussed. The catalysed m-chloroperbenzoic acid oxidation with substituted anilines fulfills the isokinetic relationship and Exner correlation but not to any of the linear free energy relationships. The solvent interaction also plays a major role in leading the reactivity. Based on the kinetic results and product analysis a probable mechanism is proposed.

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“…The same type of results is also reported by Elango and Buvaneswari 18 . Operation of inductive and resonance effect opposing each other is known 19 but the present study has no parallel.…”

Section: Structure-reactivity Correlationsupporting

confidence: 79%

meso-TETRAPHENYLIRONPORPHYRIN(III) CHLORIDE CATALYZED OXIDATION OF ANILINE AND ITS SUBSTITUENTS BY m-CHLOROPERBENZOIC ACID

Raja¹,

Karunakaran²

2012

J. Chil. Chem. Soc.

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Highly efficient one-step conversion of cyclohexane to adipic acid using single-site heterogeneous catalysts

Raja

Thomas

et al. 2006

Chem. Commun.

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A solid source of 'active' oxygen (acetylperoxyborate, APB), when dissolved in aqueous solution in the presence of a single-site microporous catalyst containing redox centres (Fe(III)AlPO-31, Mn(III)AlPO-5, Fe(III)AlPO-5), converts cyclohexane with high efficiency (ca. 88%) and exceptionally high selectivity (ca. 81%) to adipic acid at 383 K; this procedure is also effective in converting styrene to styrene oxide and -pinene and (+)-limonene to their corresponding epoxides.

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Kinetic Evidence of Perborate Oxidation ofN‐Methylaniline in Acetic Acid as Borate Assisted Hydrogen Peroxide Oxidation

Karunakaran

Kamalam

2004

Synthesis and Reactivity in Inorganic and Metal-Organic Chemist

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FORMATION OF PERACETIC ACID ON AGING OF PERBORATE SOLUTIONS IN ACETIC ACID: KINETICS OF THE OXIDATION OF MORPHOLINE ANDN-METHYLMORPHOLINE

Cited by 3 publications

References 9 publications

meso-TETRAPHENYLIRONPORPHYRIN(III) CHLORIDE CATALYZED OXIDATION OF ANILINE AND ITS SUBSTITUENTS BY m-CHLOROPERBENZOIC ACID

meso-TETRAPHENYLIRONPORPHYRIN(III) CHLORIDE CATALYZED OXIDATION OF ANILINE AND ITS SUBSTITUENTS BY m-CHLOROPERBENZOIC ACID

Highly efficient one-step conversion of cyclohexane to adipic acid using single-site heterogeneous catalysts

Kinetic Evidence of Perborate Oxidation ofN‐Methylaniline in Acetic Acid as Borate Assisted Hydrogen Peroxide Oxidation

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