Electrochemical Study of the S_N2 Reaction of 1-p-Toluenesulfony1-2, 4-dinitronaphthalene with Hydroxide Ions at the Nitrobenzene-Water Interface

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The rate of the interfacial nucleophilic reaction of 1-p-toluenesulfonyl-2,4-dinitronaphthalene (TSDNN) with OH- ions at the polarized nitrobenzene (NB)-water (W) interface was studied using a polarographic technique. The TSDNN partitioned into the aqueous phase underwent a displacement of the p-toluenesulfonyl moiety with OH-. The transfer of one of the products, 2,4-dinitronaphthalate (DNN-), from the W phase to the NB phase was monitored as the current across the interface. The rate constant of the reaction of TSDNN with OH- in the aqueous phase was estimated to be 1.03±0.23 dm3 mol-1 s-1 at 25°C, which is ten-times higher than the rate constant of the displacement of 2,4-dinitrofluorobenzene with OH- in the aqueous phase, 1.01±0.13×10-1 dm3 mol-1 s-1. The contribution from the reactions in the NB phase and at the interface to the formation of DNN- seems to be negligible, suggesting the absence of an interfacial facilitation of the reaction.

収録刊行物

  • Analytical sciences : the international journal of the Japan Society for Analytical Chemistry

    Analytical sciences : the international journal of the Japan Society for Analytical Chemistry 14(1), 121-126, 1998-02-10

    社団法人 日本分析化学会

参考文献:  14件中 1-14件 を表示

  • <no title>

    STRAKA C. M.

    Phase Transfer Catalysis, 1944

    被引用文献1件

  • <no title>

    HALPERN M. E.

    Phase-transfer Catalysis Mechanism and Synthesis, 1997

    被引用文献2件

  • <no title>

    SASSON Y.

    Handbook of Phase Transfer Catalysis, 1997

    被引用文献2件

  • <no title>

    BUNTON C. A.

    Acc. Chem. Res. 24, 357, 1991

    被引用文献2件

  • <no title>

    ULLMANN F.

    Ber. 41, 3932, 1908

    被引用文献1件

  • <no title>

    KAKIUCHI T.

    Bull. Chem. Soc. Jpn. 56, 1322, 1983

    被引用文献2件

  • <no title>

    HEYROVSKY J.

    Principles of Polarography 339, 1996

    被引用文献1件

  • <no title>

    DEHMLOW E. V.

    Phase Transfer Catalysis 15, 1983

    被引用文献1件

  • <no title>

    KORYTA J.

    Electrochim. Acta 29, 445, 1984

    被引用文献8件

  • <no title>

    KIHARA S.

    J. Electroanal. Chem. 249, 109, 1988

    被引用文献9件

  • <no title>

    MAKOZYA M.

    Phase-Transfer Catalysis Mechanism and Synthesis Chap. 4

    被引用文献1件

  • <no title>

    ELLIAS D. H. D.

    J. Chem. Soc. 1962, 1616

    被引用文献1件

  • <no title>

    BUNNETT J. F.

    J. Am. Chem. Soc. 87, 3875, 1965

    被引用文献1件

  • <no title>

    BLAGOEVA I. B.

    J. Phys. Chem. 100, 12638, 1996

    DOI 被引用文献1件

各種コード

  • NII論文ID(NAID)
    10002414356
  • NII書誌ID(NCID)
    AA10500785
  • 本文言語コード
    ENG
  • 資料種別
    ART
  • ISSN
    09106340
  • NDL 記事登録ID
    4406432
  • NDL 雑誌分類
    ZP4(科学技術--化学・化学工業--分析化学)
  • NDL 請求記号
    Z54-F482
  • データ提供元
    CJP書誌  NDL  J-STAGE 
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