KINETICS OF THE OXIDATION OF BENZYL ALCOHOL BY HYPOCHLORITE ION IN THE PRESENCE OF PHASE-TRANSFER CATALYST

被引:49
作者
DO, JS [1 ]
CHOU, TC [1 ]
机构
[1] NATL CHENG KUNG UNIV,DEPT CHEM ENGN,TAINAN 70101,TAIWAN
关键词
D O I
10.1021/ie00103a002
中图分类号
TQ [化学工业];
学科分类号
0817 ;
摘要
The kinetics of the oxidation of benzyl alcohol by hypochlorite ion in the presence of tetrabutylammonium chloride as phase-transfer catalyst was studied. The results show that the oxidation of benzyl alcohol in two immiscible aqueous/dichloromethane systems was reaction controlled and occurred in the organic phase when the stirring rate was larger than 500 rpm. The experimental results also reveal that the reaction orders of both tetrabutylammonium ion pair and benzyl alcohol in the organic phase are both equal to one. The activation energy of the oxidation of benzyl alcohol is 10.4 kcal/mol. The extraction constant of tetrabutylammonium hypochlorite ion pair was obtained. The equilibrium constants, K1-K4 are evaluated to be equal to 0.05 M-1, 17.4, 0.004 M-1, and 87.7, respectively. © 1990, American Chemical Society. All rights reserved.
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页码:1095 / 1103
页数:9
相关论文
共 36 条
  • [1] SODIUM-HYPOCHLORITE AS OXIDANT IN PHASE-TRANSFER CATALYTIC-SYSTEMS .2. OXIDATION OF AROMATIC ALCOHOLS
    ABRAMOVICI, S
    NEUMANN, R
    SASSON, Y
    [J]. JOURNAL OF MOLECULAR CATALYSIS, 1985, 29 (03): : 299 - 303
  • [2] [Anonymous], PHASE TRANSFER CATAL
  • [3] KINETICS IN PHASE-TRANSFER CATALYSIS - A THEORETICAL-STUDY .2. THE METHOD OF INITIAL RATES
    BAR, R
    DELAZERDA, J
    SASSON, Y
    [J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1984, (11): : 1881 - 1884
  • [4] KINETICS IN PHASE-TRANSFER CATALYSIS - A THEORETICAL-STUDY .1. POISONING EFFECT BY CATALYST FOREIGN ION
    BAR, R
    DELAZERDA, J
    SASSON, Y
    [J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1984, (11): : 1875 - 1879
  • [5] EFFECT OF INTERFACE MASS-TRANSFER ON THE LIQUID-PHASE OXIDATION OF ACETALDEHYDE
    CHOU, TC
    LIN, FS
    [J]. CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1983, 61 (06): : 1295 - 1300
  • [6] HETEROGENIZING HOMOGENEOUS CATALYST .1. OXIDATION OF ACETALDEHYDE
    CHOU, TC
    LEE, CC
    [J]. INDUSTRIAL & ENGINEERING CHEMISTRY FUNDAMENTALS, 1985, 24 (01): : 32 - 39
  • [7] DAVIES AG, 1970, ORGANIC PEROXIDES, V2
  • [8] ADVANCES IN PHASE-TRANSFER CATALYSIS
    DEHMLOW, EV
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1977, 16 (08): : 493 - 505
  • [9] ANODIC-OXIDATION OF BENZYL ALCOHOL TO BENZALDEHYDE IN THE PRESENCE OF BOTH REDOX MEDIATOR AND PHASE-TRANSFER CATALYST
    DO, JS
    CHOU, TC
    [J]. JOURNAL OF APPLIED ELECTROCHEMISTRY, 1989, 19 (06) : 922 - 927
  • [10] DOCKX J, 1973, SYNTHESIS-STUTTGART, P441