Oxidation of paracetamol by sodium N-bromobenzene sulphonamide in alkaline medium: A kinetic and mechanistic approach

被引：0
作者：
Puttaswamy [1 ]
Vaz, N [1 ]
机构：
[1] Cent Coll, Dept Postgrad Studies Chem, Bangalore 560001, Karnataka, India
来源：
OXIDATION COMMUNICATIONS | 2001年 / 24卷 / 04期
关键词：
oxidation; paracetamol; sodium N-bromobenzene sulphonamide;
D O I：
暂无
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
The kinetics and mechanism of oxidation of paracetamol (PAM) by sodium N-bromobenzenesulphonamide (bromamine-B or BAB) have been investigated in NaOH medium at 298 K. The rate shows first order in [BAB], zero order in [PAM], and fractional order in [NaOH]. Addition reaction product, benzenesulphonamide, retards the reaction rate. The dielectric effect is positive. Variation of ionic strength of the medium and addition of halide ions have no significant effect on the rate. The solvent isotope effect was studied using D2O. The reaction fails to induce the polymerisation of acrylonitrile. Composite activation parameters for the reaction have been determined from the Arrhenius plot. Hypobromous acid (HOBr) is assumed to be the reactive oxidant species. 4-amino-2,6-dibromophenol was identified as the oxidation product of PAM. A mechanism discussed.
引用
收藏
页码：612 / 618
页数：7
相关论文
共 50 条
[21]   Conversion of manganate(VI) to manganate(VII) by N-bromosuccinimide in aqueous alkaline medium:: A kinetic and mechanistic approach [J].
Kathari, CP ;
Pol, PD ;
Nandibewoor, ST .
INORGANIC REACTION MECHANISMS, 2001, 3 (03) :213-220
[22]   MECHANISTIC INVESTIGATION OF OXIDATION OF DICLOFENAC SODIUM BY DIPERIODATOCUPRATE(III) COMPLEX IN AQUEOUS ALKALINE MEDIUM [J].
Patil, Roopa H. ;
Naik, Praveen N. ;
Nandibewoor, Sharanappa T. .
PROGRESS IN REACTION KINETICS AND MECHANISM, 2009, 34 (04) :329-346
[23]   Kinetic, mechanistic and spectral investigations of ruthenium(III)/osmium(VIII)-catalysed oxidation of paracetamol by alkaline diperiodatoargentate(III) (stopped flow technique) [J].
Sirsalmath, Kiran T. ;
Hiremath, Chanabasayya V. ;
Nandibewoor, Sharanappa T. .
APPLIED CATALYSIS A-GENERAL, 2006, 305 (01) :79-89
[24]   Mechanistic studies on the oxidation of methyl phenyl sulphoxide with N,N-dibromobenzenesulphonamide in alkaline medium [J].
Sundaram, S. M. ;
Amutha, M. .
OXIDATION COMMUNICATIONS, 2007, 30 (01) :125-131
[25]   Kinetic and Thermodynamic Studies of the Oxidation of Eugenol and Isoeugenol by Sodium N-Chlorobenzene-p-Sulphonamide in NaOH [J].
Prabhu, D. V. ;
Tandel, M. A. ;
Parbat, H. A. .
ASIAN JOURNAL OF CHEMISTRY, 2011, 23 (12) :5503-5505
[26]   A kinetic and mechanistic investigation of oxidation of D-Mannitol by Diperiodatocuprate (III) in an aqueous alkaline medium [J].
Kurundawade, Sandeep R. ;
Nandibewoor, Sharanappa T. .
JOURNAL OF CHEMICAL SCIENCES, 2024, 136 (01)
[27]   Kinetic and Mechanistic Investigations on Oxidation of L-tryptophan by Diperiodatocuprate(III) in Aqueous Alkaline Medium [J].
Shetti, Nagaraj P. ;
Nandibewoor, Sharanappa T. .
ZEITSCHRIFT FUR PHYSIKALISCHE CHEMIE-INTERNATIONAL JOURNAL OF RESEARCH IN PHYSICAL CHEMISTRY & CHEMICAL PHYSICS, 2009, 223 (03) :299-317
[28]   Kinetic, mechanistic and spectral investigations of oxidation of gabapentin (neurontin) by diperiodatoargentate(III) in an aqueous alkaline medium [J].
Shettar, Ramesh S. ;
Nandibewoor, Sharanappa T. .
INORGANIC REACTION MECHANISMS, 2006, 6 (02) :131-140
[29]   Thermodynamic, kinetic and mechanistic investigations of Piperazine oxidation by Diperiodatocuprate(III) complex in aqueous alkaline medium [J].
VIJAY P PATTAR ;
PRASHANT A MAGDUM ;
DEEPA G PATIL ;
SHARANAPPA T NANDIBEWOOR .
Journal of Chemical Sciences, 2016, 128 :477-485
[30]   A kinetic and mechanistic investigation of oxidation of D-Mannitol by Diperiodatocuprate (III) in an aqueous alkaline medium [J].
Sandeep R Kurundawade ;
Sharanappa T Nandibewoor .
Journal of Chemical Sciences, 136
12345