2,6-二碘-3-甲基-苯酚 | 60577-32-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 中文名称: 2,6-二碘-3-甲基-苯酚
• 英文名称: 2,6-diiodo-3-methyl-phenol
• 英文别名: 2,6-Diiodo-3-methylphenol
• CAS: 60577-32-4
• 化学式: C₇H₆I₂O
• 分子量: 359.933
• InChiKey: UQOYRNNDWWHZTF-UHFFFAOYSA-N

物化性质

• 沸点：
  240.4±35.0 °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 碘 、 sodium nitrite 作用下， 以 甲醇 、 水 为溶剂， 反应 3.0h， 以13%的产率得到2,6-二碘-3-甲基-苯酚
  参考文献：
  名称：

  A Green Reagent for the Iodination of Phenols

  摘要：

  一种用于酚类芳环碘化的新试剂（I2/NaNO2）已被发现。该反应在室温下进行，耗时1.5至6小时。在存在这一试剂的情况下，从相应底物中选择性地形成碘化产物，且产率显著。

  DOI：

  10.1055/s-2008-1078598

文献信息

• Iodination of Thallium(I) Salts of Phenols
  作者：Richard C. Cambie、David S. Larsen、Peter S. Rutledge、Paul D. Woodgate

  DOI：10.1071/c97051

  日期：——

  The iodination of thallium(I) salts of phenols is examined and the results are compared with those of the selective ortho-iodinating reagent thallium(I) acetate-iodine.

  对苯酚铊(I)盐的碘化作用进行了研究，并将结果与选择性邻位碘化试剂铊(I)乙酸盐-碘进行了比较。
• Cambie,R.C. et al., Journal of the Chemical Society. Perkin transactions I, 1976, p. 1161 - 1164
  作者：Cambie,R.C. et al.

  DOI：——

  日期：——
• 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.
• A Green Reagent for the Iodination of Phenols
  作者：Takeo Konakahara、Y. Kiran、Norio Sakai

  DOI：10.1055/s-2008-1078598

  日期：2008.8

  A new reagent (I2/NaNO2) for the iodination of the aromatic ring of phenols has been discovered. The reaction proceeds at room temperature in 1.5-6 hours. In the presence of this reagent, iodinated compounds are regioselectively formed in significant yields from the corresponding substrates.

  一种用于酚类芳环碘化的新试剂（I2/NaNO2）已被发现。该反应在室温下进行，耗时1.5至6小时。在存在这一试剂的情况下，从相应底物中选择性地形成碘化产物，且产率显著。