3-氨基-4-碘苯酚 | 99968-83-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 中文名称: 3-氨基-4-碘苯酚
• 中文别名: 4-吲哚-3-氨基酚
• 英文名称: 3-Amino-4-iodophenol
• CAS: 99968-83-9
• 化学式: C₆H₆INO
• 分子量: 235.024
• InChiKey: FQBBZNTUMUUFPZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  9
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  46.2
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  copper diacetate 、 溶剂黄146 、 3-氨基苯酚 在 碘 作用下， 反应 12.5h， 以25%的产率得到3-amino-2,4-diiodophenol
  参考文献：
  名称：

  Synthesis and structural insights of substituted 2-iodoacetanilides and 2-iodoanilines

  摘要：

  This study reports a simple and efficient method for the direct iodination of substituted anilines with molecular iodine and copper acetate in acetic acid producing 2-iodoacetanilies and 2-iodoanilines. Employing density functional theory (B3LYP) and MidiX basis set, computational study is performed to calculate equilibrium geometries, IR vibrational frequencies, and thermodynamic properties including change of energy, enthalpy and Gibbs free energies. The optimized geometries indicated longer C-I bond distance (2.133 angstrom) which makes iodine slightly positive. The partial atomic charge profile and electrostatic potential further confirmed that most of the iodinated products are capable of forming a distinct "halogen bonding". The thermodynamic properties disclosed that all iodination reactions are endothermic. Understanding the substituents' effect, molecular frontier orbital (MO) calculations are conducted finding the HOMO, LUMO and HOMO-LUMO gaps for all compounds. The MO calculations revealed that two electron-withdrawing iodine groups have significant influence on lowering the HOMO-LUMO gap compared to one iodine group in the products. (C) 2013 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molstruc.2013.10.011

文献信息

• DRUG DISCOVERY METHOD
  申请人：OFER Dror

  公开号：US20110237458A1

  公开（公告）日：2011-09-29

  A method of obtaining information about a chemically active area of a target molecule, for example for drug discovery, comprising: providing a set of substantially rigid chemical gauges; reacting said target with a plurality of gauges of said set of gauges; assaying a binding of said gauges with said target to obtain a plurality of assay results; and analyzing said assay results to obtain information about said chemically active area.

  一种获取目标分子的化学活性区域信息的方法，例如用于药物发现，包括：提供一组基本刚性的化学测量工具；将该目标物质与该测量工具组的多个测量工具反应；测定该测量工具与该目标物质的结合，以获得多个测定结果；并分析该测定结果，以获取有关该化学活性区域的信息。
• Drug discovery method
  申请人：KEDDEM BIO-SCIENCE LTD.

  公开号：EP2581849A1

  公开（公告）日：2013-04-17

  A method of obtaining information about a chemically active area of a target molecule, for example for drug discovery, comprising: providing a set of substantially rigid chemical gauges; reacting said target with a plurality of gauges of said set of gauges; assaying a binding of said gauges with said target to obtain a plurality of assay results; and analyzing said assay results to obtain information about said chemically active area.

  一种获取目标分子化学活性区信息的方法，例如用于药物发现，包括：提供一组基本刚性的化学量具；使所述目标与所述量具组中的多个量具反应；检测所述量具与所述目标的结合，以获得多个检测结果；以及分析所述检测结果，以获取所述化学活性区的信息。
• Novel herbicide resistance gene
  申请人：Dow AgroSciences, LLC

  公开号：EP2319932B2

  公开（公告）日：2016-10-19
• Synthesis and structural insights of substituted 2-iodoacetanilides and 2-iodoanilines
  作者：Mohammad Mazharol Hoque、Mohammad A. Halim、Mohammad Mizanur Rahman、Mohammad Ismail Hossain、Md. Wahab Khan

  DOI：10.1016/j.molstruc.2013.10.011

  日期：2013.12

  This study reports a simple and efficient method for the direct iodination of substituted anilines with molecular iodine and copper acetate in acetic acid producing 2-iodoacetanilies and 2-iodoanilines. Employing density functional theory (B3LYP) and MidiX basis set, computational study is performed to calculate equilibrium geometries, IR vibrational frequencies, and thermodynamic properties including change of energy, enthalpy and Gibbs free energies. The optimized geometries indicated longer C-I bond distance (2.133 angstrom) which makes iodine slightly positive. The partial atomic charge profile and electrostatic potential further confirmed that most of the iodinated products are capable of forming a distinct "halogen bonding". The thermodynamic properties disclosed that all iodination reactions are endothermic. Understanding the substituents' effect, molecular frontier orbital (MO) calculations are conducted finding the HOMO, LUMO and HOMO-LUMO gaps for all compounds. The MO calculations revealed that two electron-withdrawing iodine groups have significant influence on lowering the HOMO-LUMO gap compared to one iodine group in the products. (C) 2013 Elsevier B.V. All rights reserved.