CAS: 2138-22-9; 4-Chlorobenzene-1,2-Diol

该化合物是乙酸乙烷的氯化衍生物,其特点是芳香环上存在氯替代物,该化合物是有机合成的多用途中间体,特别是在生产药品,农用化学品和特殊化学品方面,其反应型苯酚和氯混合物可选择性地发挥作用,使其对构建复杂的分子框架具有价值. 4-Crolocatechol在标准条件下具有稳定性,在普通有机溶剂中可溶解,便于其在各种反应系统中使用.其明确界定的结构和纯度确保聚合抑制剂,染料合成等应用的一贯性能,以及作为精细化学品的前体.

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合成工艺路线路线简述

    📜4-氯-2-硝基苯酚置于nitrophenol Oxygenase体系中,用 Phosphate Buffer 用作溶剂,化学反应生成4-氯邻苯二酚
    参考文献:Comparison Of Substituted 2-Nitrophenol Degradation By Enzyme Extracts And Intact Cells
    标题:Comparison Of Substituted 2-Nitrophenol Degradation By Enzyme Extracts And Intact Cells
    摘要:The First Catabolic Pathway Enzyme,Nitrophenol Oxygenase,Transforms O-Nitrophenol (Onp) To Catechol. Thirteen Of 16 Substituted Nitrophenols Tested Were Actively Transformed By Both Enzyme Preparations And Intact Cells Yielding A Wide Range Of K(M) (K(S)) And V(Max). Individual Chemicals In Binary Mixtures Demonstrated Competitive Inhibition. Chemical And Physical Characteristics (Electron Withdrawal,Size,And Position Of Substitution On The 2-Nitrophenol Ring) Affected Degradation Kinetics. The Strongest Correlations Were Between K(M) Or V(Max) Values And Electron Withdrawal,Though There Was Also Evidence For Effects Relating To Position And Size Of Substitution On The Aromatic Ring. Kinetic Parameters Determined For Enzyme Preparations Did Not Correlate To Those Determined For Intact Cells. Though Enzyme Reactivity Ultimately Determined Whether A Given Chemical Would Be Transformed,The Transformation By Intact Cells Was Apparently Affected By Factors Other Than Those Directly Impacting The Initial Catabolic Enzyme.
    Doi:10.1021/es00051A018

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    主要参考文献

    [参考文献]: Pankaj Kumar Arora, Et Al. Novel Degradation Pathway Of 4-Chloro-2-Aminophenol Via 4-Chlorocatechol In Burkholderia Sp. Rkj 800. Environ Sci Pollut Res Int. 2014 Feb;21(3):2298-2304.
    [参考文献]: Raffaella Caglio, Et Al. Fine-Tuning Of Catalytic Properties Of Catechol 1,2-Dioxygenase By Active Site Tailoring. Chembiochem. 2009 Apr 17;10(6):1015-24.
    [参考文献]: Chiara Micalella, Et Al. Ormosil Gels Doped With Engineered Catechol 1,2 Dioxygenases For Chlorocatechol Bioremediation. Biotechnol Appl Biochem. 2014 May-Jun;61(3):297-303.
    [参考文献]: Christina Knig, Et Al. A Linear Megaplasmid, P1Cp, Carrying The Genes For Chlorocatechol Catabolism Of Rhodococcus Opacus 1Cp. Microbiology (Reading). 2004 Sep;150(Pt 9):3075-3087.
    [参考文献]: Hyo-Bong Hong, Et Al. Biotransformation Of 2,7-Dichloro- And 1,2,3,4-Tetrachlorodibenzo-P-Dioxin By Sphingomonas Wittichii Rw1. Appl Environ Microbiol. 2002 May;68(5):2584-8.

    合成参考文献


    摘要:Inamoto, K., Science of Synthesis: Cross Coupling and Heck-Type Reactions, (2012) 2, 417.
    摘要:Herter, S.; Turner, N. J., Science of Synthesis: Biocatalysis in Organic Synthesis, (2015) 3, 100.
    摘要:Li, D.-D.; Wang, G.-W., Science of Synthesis: Catalytic Transformations via CH Activation, (2015) 2, 355.
    摘要:U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals., NX#07880
    摘要:Y. Murakami and M. Tokunaga, Bull. Chem. Soc. Jpn. 37, 1562 (1964).
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