2-氯-6-甲基氢醌 | 101251-21-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 中文名称: 2-氯-6-甲基氢醌
• 英文名称: 2-chloro-6-methylhydroquinone
• 英文别名: 2-Chlor-6-methyl-hydrochinon；3-Chlor-2.5-dihydroxy-toluol；3-Chlor-2.5-dioxy-1-methyl-benzol；3-chloro-2,5-dihydroxytoluene；2-chloro-6-methylbenzene-1,4-diol
• CAS: 101251-21-2
• 化学式: C₇H₇ClO₂
• 分子量: 158.584
• InChiKey: GGEDSODGCSDETG-UHFFFAOYSA-N

物化性质

• 熔点：
  115 °C
• 沸点：
  285.9±35.0 °C(Predicted)
• 密度：
  1.384±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  10
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-氯-6-甲基氢醌 生成 (3-chloro-4-hydroxy-5-methylphenyl) N-naphthalen-1-ylcarbamate
  参考文献：
  名称：

  KEMPTER, GERHARD;VOGT, KARLA;LUTHER, HELMUT;KLEPEL, MANFRED

  摘要：

  DOI：
• 作为产物：
  描述：

  甲基苯醌 在 硫酸 、 zinc(II) chloride 作用下， 生成 2-氯-6-甲基氢醌
  参考文献：
  名称：

  137.强酸催化的酰化反应。第六部分 氯化锌和高氯酸作为醌类噻吩乙酰化催化剂的比较

  摘要：

  DOI：

  10.1039/jr9520000755

文献信息

• Catalytic activity of Fe-porphyrins grafted on multiwalled carbon nanotubes in the heterogeneous oxidation of sulfides and degradation of phenols in water
  作者：Saeed Rayati、Fatemeh Nejabat

  DOI：10.1016/j.crci.2017.05.004

  日期：2017.9

  Résumé A biomimetic heterogeneous catalyst was prepared by immobilization of meso-tetrakis(4-carboxyphenyl)porphyrinatoiron(III) chloride (Fe(TCPP)Cl) on multiwalled carbon nanotubes (MWCNTs). The anchored catalyst was characterized by transmission electron microscopy, powder X-ray diffraction, ultraviolet–visible, and Fourier transform infrared spectroscopy. The amount of Fe-porphyrin loaded on the nanotubes was estimated by atomic absorption spectroscopy The thermogravimetric analysis demonstrated that the catalyst was thermally stable up to almost 350 °C, exhibiting high thermal stability. Oxidation of sulfides and phenols with urea hydrogen peroxide (UHP) in water was efficiently enhanced with excellent selectivity under the influence of [Fe(TCPP)Cl@MWCNT]. The title heterogeneous catalytic system facilitates a greener reaction because the reaction solvent is water and UHP is used as a safe oxidant. Supplementary Materials: Supplementary material for this article is supplied as a separate file: mmc1.docx

  简历 通过将介孔四(4-羧基苯基)卟啉铁(III)氯化物（Fe(TCPP)Cl）固定在多壁碳纳米管（MWCNTs）上制备了一种仿生异质催化剂。用透射电子显微镜、粉末X射线衍射、紫外-可见光光谱和傅里叶变换红外光谱对锚定催化剂进行了表征。通过原子吸收光谱法估算了负载在纳米管上的Fe-卟啉的量。热重分析表明，该催化剂在接近350°C时保持热稳定，展现出优异的热稳定性。在[Fe(TCPP)Cl@MWCNT]的影响下，尿素过氧化氢（UHP）在水中对硫化物和酚类的氧化效率显著提升，具备优秀的选择性。该异质催化体系促进了更环保的反应，因为反应溶剂为水，同时UHP作为安全的氧化剂使用。 补充材料： 本文的补充材料以单独文件形式提供：mmc1.docx
• METHOD FOR PRODUCING BIARYL COMPOUND
  申请人：Sato Koichi

  公开号：US20100087680A1

  公开（公告）日：2010-04-08

  A method for producing a biaryl compound, comprising reacting an aromatic organic compound with at least one compound selected from the group consisting of aromatic organoboron compounds and boroxine compounds, in the presence of a zero-valent nickel catalyst, phosphine ligand and base.

  一种制备双芳基化合物的方法，包括在零价镍催化剂、膦配体和碱的存在下，将芳香有机化合物与选自芳香基有机硼化合物和硼氧化物化合物组的至少一种化合物反应。
• PROCESS FOR PRODUCING BIARYL COMPOUND
  申请人：Sumitomo Chemical Company, Limited

  公开号：EP1914221A1

  公开（公告）日：2008-04-23

  A method for producing a biaryl compound, comprising reacting an aromatic organic compound with at least one compound selected from the group consisting of aromatic organoboron compounds and boroxine compounds, in the presence of a zero-valent nickel catalyst, phosphine ligand and base.

  一种生产双芳基化合物的方法，包括在零价镍催化剂、膦配体和碱存在下，使芳香族有机化合物与至少一种选自由芳香族有机硼化合物和硼氧化合物组成的组中的化合物反应。
• Substrate Specificity of <i>Sphingobium chlorophenolicum</i> 2,6-Dichlorohydroquinone 1,2-Dioxygenase
  作者：Timothy E. Machonkin、Amy E. Doerner

  DOI：10.1021/bi200855m

  日期：2011.10.18

  PcpA is an aromatic ring-cleaving dioxygenase that is homologous to the well-characterized Fe(II)-dependent catechol, extradiol dioxygenases. This enzyme catalyzes the oxidative cleavage of 2,6-dichlorohydroquinone in the catabolism of pentachlorophenol by Sphingobium chlorophenolicum ATCC 39723. H-1 NMR and steady-state kinetics were used to determine the regiospecificity of ring cleavage and the substrate specificity of the enzyme. PcpA exhibits a high degree of substrate specificity for 2,6-disubstituted hydroquinones, with halogens greatly preferred at those positions. Notably, the k(cat)(app)/K-mA(app) of 2,6-dichlorohydroquinone is similar to 40-fold higher than that of 2,6-dimethylhydroquinone. The asymmetric substrate 2-chloro-6-methylhydroquinone yields a mixture of 1,2- and 1,6-cleavage products. These two modes of cleavage have different K-mO(app) values (21 and 260 mu M, respectively), consistent with a mechanism in which the substrate binds in two catalytically productive orientations. In contrast, monosubstituted hydroquinones show a limited amount of ring cleavage but rapidly inactivate the enzyme in an O-2-dependent fashion, suggesting that oxidation of the Fe(II) may be the cause. Potent inhibitors of PcpA include ortho-disubstituted phenols and 3-bromocatechol. 2,6-Dibromophenol is the strongest competitive inhibitor, consistent with PcpA's substrate specificity. Several factors that could yield this specificity for halogen substituents are discussed. Interestingly, 3-bromocatechol also inactivates the enzyme, while 2,6-dihalophenols do not, indicating a requirement for two hydroxyl groups for ring cleavage and for enzyme inactivation. These results provide mechanistic insights into the hydroquinone dioxygenases.
• Claus; Jackson, Journal fur praktische Chemie (Leipzig 1954), 1888, vol. <2> 38, p. 328
  作者：Claus、Jackson

  DOI：——

  日期：——