Regioselective nitration of phenol under continuous microwave irradiation

被引:6
|
作者
Ergan, Basak Temur [1 ]
Bayramoglu, Mahmut [1 ]
Sahin, Elif [1 ]
机构
[1] Gebze Tech Univ, Fac Engn, Dept Chem Engn, Kocaeli, Turkey
关键词
Microwave effect; simultaneous cooling; ecofriendly; green nitration; nitrophenol; selective nitration; para-selectivity; SELECTIVE NITRATION; AROMATIC-COMPOUNDS; HIGHLY EFFICIENT; HETEROGENEOUS CONDITIONS; REGIOSPECIFIC NITRATION; ARRAY DETECTION; METAL NITRATES; IONIC LIQUID; NITRIC-ACID; MILD;
D O I
10.1080/08327823.2017.1390359
中图分类号
TQ [化学工业];
学科分类号
0817 ;
摘要
This study deals with the nitration of phenol in a multimode MW reaction system operating under continuous microwave (MW) irradiation. Reactions were carried out with two nitric acid (HNO3)/phenol molar ratios: 1.25 and 1.1, under the following conditions: applied (nominal) MW power, P-nom = 600 W, adsorbed power P = 16.0 kW dm(-3), reaction temperature, T-R = 68-90 degrees C, reaction time, t = 5-9 min, heating rate 0.1-0.25 degrees C s(-1). At the end of the synthesis, para/ortho (p/o) isomer distribution of nitrophenol product was determined by high-pressure liquid chromatography (HPLC). Furthermore, conventional (CH) experiments were conducted also under the same conditions. Then, MW and CH methods were compared in terms of product yield and isomer distribution. According to results, yield and para-selectivity of MW-assisted synthesis were higher than the CH counterpart although the reaction temperature of the MW method was lower than that of the CH method.
引用
收藏
页码:314 / 324
页数:11
相关论文
共 50 条
  • [1] Regioselective nitration of phenol induced by catalytic antibodies
    Ricoux, R
    Girgenti, E
    Sauriat-Dorizon, H
    Blanchard, D
    Mahy, JP
    JOURNAL OF PROTEIN CHEMISTRY, 2002, 21 (07): : 473 - 477
  • [2] Regioselective Nitration of Phenol Induced by Catalytic Antibodies
    Rémy Ricoux
    Elodie Girgenti
    Hélène Sauriat-Dorizon
    Dominique Blanchard
    Jean-Pierre Mahy
    Journal of Protein Chemistry, 2002, 21 : 473 - 477
  • [3] Regioselective alkylation reaction of purines under microwave irradiation
    Vinuesa, Arturo
    Vinas, Miquel
    Jahani, Daniel
    Ginard, Jaume
    Mur, Nuria
    Dolors Pujol, Maria
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 2022, 59 (03) : 597 - 602
  • [4] Regioselective nitration of phenol over solid acid catalysts
    Dagade, SP
    Kadam, VS
    Dongare, MK
    CATALYSIS COMMUNICATIONS, 2002, 3 (02) : 67 - 70
  • [5] Sulfated titania mediated regioselective nitration of phenol in solid state
    Sunajadevi, KR
    Sugunan, S
    CATALYSIS COMMUNICATIONS, 2005, 6 (09) : 611 - 616
  • [6] Zeolite-mediated regioselective nitration of phenol in solid state
    Esakkidurai, T
    Pitchumani, K
    JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2002, 185 (1-2) : 305 - 309
  • [7] Rapid and regioselective N-sulfopropylation under microwave irradiation.
    Rege, SD
    Adamczyk, M
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1999, 217 : U134 - U134
  • [8] Bismuth nitrate/clay mediated nitration of β-lactams under microwave irradiation.
    Banik, BK
    Samajdar, S
    Ng, SS
    Becker, FF
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2002, 223 : B221 - B221
  • [9] Gas-phase regioselective ortho-nitration of phenol.
    Rindone, B
    Orlandi, M
    Bolzacchini, E
    Meinardi, S
    Hjorth, J
    Rosenbohm, E
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2000, 219 : U651 - U651
  • [10] Emulsion polymerization of styrene under continuous microwave irradiation
    Ergan, Baak Temur
    Bayramoglu, Mahmut
    Ozcan, Seval
    EUROPEAN POLYMER JOURNAL, 2015, 69 : 374 - 384