Role of benzyl ether in the inversion of reactivities in Friedel-Crafts benzylation of toluene by benzyl chloride and benzyl alcohol

被引:35
|
作者
Yadav, GD
Thorat, TS
机构
[1] Chemical Engineering Division, Univ. Dept. of Chemical Technology, University of Bombay, Matunga
关键词
Friedel-Crafts; inversion; benzylation; preferential; adsorption; solid catalysts;
D O I
10.1016/0040-4039(96)01057-X
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
In the inversion in the reactivities and selectivities of benzyl chloride (BnCl) and benzyl alcohol (BnOH) in a single pot Friedel-Crafts benzylation with toluene, there is not only a preferential adsorption of benzyl alcohol on the solid acid catalyst but also a second preference to the adsorption of benzyl ether (BE)formed in-situ. The order of prefential adsorption is BnOH > BE > BnCl. Copyright (C) 1996 Elsevier Science Ltd
引用
收藏
页码:5405 / 5408
页数:4
相关论文
共 50 条
  • [31] Brown selectivity disobedience of hyperdeaminative Friedel-Crafts benzylation:: Electrophilic aromatic substitutions via hyperdeaminatively generated benzyl carbocations
    Darbeau, RW
    Siso, LM
    Trahan, GA
    Nolan, RS
    LETTERS IN ORGANIC CHEMISTRY, 2005, 2 (02) : 139 - 144
  • [32] Scandium (III) triflate catalyzed Friedel-Crafts alkylation with benzyl and allyl alcohols
    Tsuchimoto, T
    Tobita, K
    Hiyama, T
    Fukuzawa, SI
    SYNLETT, 1996, (06) : 557 - &
  • [33] High gravity hydrothermal synthesis of hierarchical ZSM-5 for Friedel–Crafts alkylation of toluene with benzyl chloride
    Shang-Yuan Cheng
    You-Zhi Liu
    Gui-Sheng Qi
    Journal of Materials Science, 2019, 54 : 8860 - 8871
  • [34] Sulfated and phosphated mesoporous Nb oxide in the benzylation of anisole and toluene by benzyl alcohol
    Rao, Yuxiang
    Trudeau, Michel
    Antonelli, David
    Journal of the American Chemical Society, 2006, 128 (43): : 13996 - 13997
  • [35] Liquid phase benzylation of benzene and toluene with benzyl alcohol over modified zeolites
    Narender, N.
    Mohan, K. V. V. Krishna
    Kulkarni, S. J.
    Reddy, I. Ajit Kumar
    CATALYSIS COMMUNICATIONS, 2006, 7 (08) : 583 - 588
  • [36] Sulfated and phosphated mesoporous Nb oxide in the benzylation of anisole and toluene by benzyl alcohol
    Rao, Yuxiang
    Trudeau, Michel
    Antonelli, David
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2006, 128 (43) : 13996 - 13997
  • [37] LIQUID-VAPOUR EQUILIBRIUM RELATIONS IN SYSTEM BENZYL CHLORIDE-BENZYL ALCOHOL-BENZYL ACETATE .2. BINARY SYSTEMS BENZYL ALCOHOL-BENZYL ACETATE AND BENZYL CHLORIDE-BENZYL ACETATE
    KROKHIN, NG
    RUSSIAN JOURNAL OF PHYSICAL CHEMISTRY,USSR, 1966, 40 (02): : 273 - &
  • [38] INVERSION OF THE RELATIVE REACTIVITIES OF MESITYLENE AND TOLUENE IN CLAY-CATALYZED FRIEDEL-CRAFTS ALKYLATIONS
    CORNELIS, A
    DONY, C
    LASZLO, P
    NSUNDA, KM
    TETRAHEDRON LETTERS, 1991, 32 (25) : 2901 - 2902
  • [39] Benzylation of benzene with benzyl alcohol on zeolite catalysts
    Candu, N.
    Florea, M.
    Coman, S. M.
    Parvulescu, V. I.
    APPLIED CATALYSIS A-GENERAL, 2011, 393 (1-2) : 206 - 214
  • [40] The enhanced activity of Sb after supporting on K10 in the benzylation of benzene using benzyl chloride and benzyl alcohol
    Deshpande, AB
    Bajpai, AR
    Samant, SD
    APPLIED CATALYSIS A-GENERAL, 2001, 209 (1-2) : 229 - 235