4,6-二碘-3-甲基-苯酚 | 102154-03-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 中文名称: 4,6-二碘-3-甲基-苯酚
• 英文名称: 4,6-diiodo-3-methyl-phenol
• 英文别名: 4,6-Diiodo-3-methylphenol；2,4-diiodo-5-methylphenol
• CAS: 102154-03-0
• 化学式: C₇H₆I₂O
• 分子量: 359.933
• InChiKey: NZEQGOYHTCSAEV-UHFFFAOYSA-N

物化性质

• 沸点：
  296.7±40.0 °C(Predicted)
• 密度：
  2.427±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 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：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  间甲酚 在 [K(18-crown-6)]ICl2 、 potassium carbonate 作用下， 以 乙腈 为溶剂， 反应 4.0h， 以58%的产率得到4,6-二碘-3-甲基-苯酚
  参考文献：
  名称：

  Iodination of anilines and phenols with 18-crown-6 supported ICl2−

  摘要：

  高结晶性的碘化试剂{[K·18-C-6]ICl2}n以高产率（93%）合成。该三卤化物由18-冠-6大环支撑，并在固态下形成配位聚合物。该试剂在温和条件下高效碘化苯胺和酚。通过苯胺实现了可控的单碘化，而酚则观察到多碘化作用。

  DOI：

  10.1039/c0ob00926a

文献信息

• Ecofriendly Iodination of Activated Aromatics and Coumarins Using Potassium Iodide and Ammonium Peroxodisulfate
  作者：Nemai Ganguly、Sujoy Barik、Sanjoy Dutta

  DOI：10.1055/s-0029-1218698

  日期：2010.5

  An environmentally benign protocol for the iodination of activated aromatics, such as phenols, anilines, and hydroxycoumarins, using inexpensive commercially available potassium iodide and ammonium peroxodisulfate (1:2.5 molar equivalents per mole of substrate) in aqueous methanol (MeOH-H2O, 6:1) at room temperature has been developed. The protocol provides for ortho-selective monoiodination as the

  使用廉价的市售碘化钾和过氧二硫酸铵（每摩尔底物1：2.5摩尔当量）在甲醇水溶液（MeOH-H 2 O中）进行碘化活化芳族化合物（如苯酚，苯胺和羟基香豆素）的环境友好方案6：1）已开发出室温。该方案提供邻位选择性单碘化作为主要产物而无需添加酸，并且它与许多常见的可氧化官能团如甲酰基，苄基CH，芳族胺和羟甲基兼容。在可接受的反应时间和排他的邻位条件下单碘化产物的收率良好至可接受尽管存在乙烯基电子富集的C3，但7-羟基香豆素的碘化是该方法的一些关键优势。 碘化-碘化钾-过二硫酸铵-活化芳烃-香豆素
• Iodination of Aromatic Compounds Using Potassium Iodide and Hydrogen Peroxide
  作者：K. Suresh Kumar Reddy、N. Narender、C. N. Rohitha、S. J. Kulkarni

  DOI：10.1080/00397910802238767

  日期：2008.10.28

  Abstract A simple, efficient, regioselective, and ecofriendly method for oxyiodination of aromatic compounds is presented. In this method, the electrophilic substitutions of iodine generated in situ from KI as an iodine source and hydrogen peroxide as an oxygen source have been employed without any catalyst/mineral acid for the first time.

  摘要 提出了一种简单、高效、区域选择性和环境友好的芳香族化合物氧碘化方法。在该方法中，首次在没有任何催化剂/无机酸的情况下使用了由 KI 作为碘源和过氧化氢作为氧源原位产生的碘的亲电取代。
• Gas-chromatographic identification of products formed in iodination of methyl phenols by retention indices
  作者：I. V. Gruzdev、I. M. Kuzivanov、I. G. Zenkevich、B. M. Kondratenok

  DOI：10.1134/s1070427212090108

  日期：2012.9

  Iodination reaction followed by conversion of iodine-substituted methylphenols to the corresponding trifluoroacetates was suggested for improving the sensitivity of the gas-chromatographic determination of phenol and its methyl-substituted derivatives (al isomers of mono-and diethylphenols, 2,3,5-, 2,3,6-, and 3,4,5-trimethylphenols) in aqueous media. Acylation products of iodo methylphenols (104 compounds) were identified by linear-logarithmic retention indices on a standard nonpolar polydimethylsiloxane stationary phase, and the pattern of their variation with the number and nature of substituents were characterized. A procedure for identification of methyl-substituted phenols in water in their gas-chromatographic determination with an electron-capture detector was developed.
• US6320016B1
  申请人：——

  公开号：US6320016B1

  公开（公告）日：2001-11-20