4'-chloro-6'-ethoxy-[1,1',3',1'']terphenyl-5'-ol | 1209026-70-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4'-chloro-6'-ethoxy-[1,1',3',1'']terphenyl-5'-ol
• 英文别名: 2-Chloro-6-ethoxy-3,5-diphenylphenol；2-chloro-6-ethoxy-3,5-diphenylphenol
• CAS: 1209026-70-9
• 化学式: C₂₀H₁₇ClO₂
• 分子量: 324.807
• InChiKey: LAHSFYRNUIDXNN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  29.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2-氯乙炔基苯 、 2-ethoxy-3-phenylvinylketene iron(0) 以 四氢呋喃 为溶剂， 以62%的产率得到4'-chloro-6'-ethoxy-[1,1',3',1'']terphenyl-5'-ol
  参考文献：
  名称：

  Halogenated catechols from cycloaddition reactions of η4-(2-ethoxyvinylketene)iron(0) complexes with 1-haloalkynes

  摘要：

  1-Chloroalkynes and 1-bromohexyne undergo cycloaddition reactions with ethoxyvinylketeneiron(0) complexes to form chloro and bromocatechols. With most substituents, the halogen is incorporated ortho to the phenolic hydroxyl group regioselectively. With chloroethyne, chlorohexyne, and methyl chloropropiolate, the reverse regioselection is observed. Ab initio calculations reveal that the products are, in most cases, nearly isoenergetic, which indicates that the intermediate ketene-alkyne adduct geometry must be important in determining the product distribution. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.12.029

文献信息

• Halogenated catechols from cycloaddition reactions of η4-(2-ethoxyvinylketene)iron(0) complexes with 1-haloalkynes
  作者：Jimmy Truong、Vioela Caze、Ravish K. Akhani、Gayatribahen K. Joshi、Lazaros Kakalis、Nikita Matsunaga、Wayne F.K. Schnatter

  DOI：10.1016/j.tetlet.2009.12.029

  日期：2010.2

  1-Chloroalkynes and 1-bromohexyne undergo cycloaddition reactions with ethoxyvinylketeneiron(0) complexes to form chloro and bromocatechols. With most substituents, the halogen is incorporated ortho to the phenolic hydroxyl group regioselectively. With chloroethyne, chlorohexyne, and methyl chloropropiolate, the reverse regioselection is observed. Ab initio calculations reveal that the products are, in most cases, nearly isoenergetic, which indicates that the intermediate ketene-alkyne adduct geometry must be important in determining the product distribution. (C) 2009 Elsevier Ltd. All rights reserved.