[4-(4-Chlorophenoxy)phenyl]-phenylmethanone | 95523-79-8

• 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-(4-Chlorophenoxy)phenyl]-phenylmethanone
• CAS: 95523-79-8
• 化学式: C₁₉H₁₃ClO₂
• 分子量: 308.764
• InChiKey: XZQWYLPAMPPWBO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  S-(4-甲基苯基)苯硫代甲酸酯 、 [4-(4-Chlorophenoxy)phenyl]-phenylmethanone 在 hydridotetakis(triphenylphosphine)rhodium(I) 、 1,2-双(二苯基膦基)苯 作用下， 以 氯苯 为溶剂， 反应 5.0h， 以74.6 mg的产率得到4-苯甲酰基-4'-甲基-二苯硫醚
  参考文献：
  名称：

  Rhodium-Catalyzed Synthesis of Unsymmetric Di(heteroaryl) Sulfides Using Heteroaryl Ethers and S-Heteroaryl Thioesters via Heteroarylthio Exchange

  摘要：

  Unsymmetric di(heteroaryl) sulfides were synthesized by a rhodium-catalyzed heteroarylthio exchange reaction of heteroaryl aryl ethers and S-(heteroaryl) thioesters. The reaction has broad applicability, giving diverse unsymmetric di(heteroaryl) sulfides containing five- and six-membered heteroarenes. No base is required in this reaction, which has been developed by the judicious design of organic substrates.

  DOI：

  10.1021/acs.joc.6b02585
• 作为产物：
  描述：

  4-氟二苯甲酮 、 4-氯苯酚钾 生成 [4-(4-Chlorophenoxy)phenyl]-phenylmethanone
  参考文献：
  名称：

  涉及亲核芳族取代的聚合反应和相关反应。第2部分。取代的4-卤代二苯甲酮与取代的氢醌盐的反应速率

  摘要：

  4-X-4'-氟二苯甲酮与4-Y-4'-羟基二苯醚的碱金属盐在140°C的二苯砜溶液中进行预期的亲核取代反应：X取代基的哈米特ρ值为1.02，并且– Y取代基为0.34。碱金属盐的反应性顺序为Cs> K> Na。在相同条件下，氟二苯甲酮与4-Z-苯酚钾的相关反应得出ρ值为–2.28。该结果已用于计算氢醌单钾盐和二钾盐与氟二苯甲酮反应的相应速率系数。

  DOI：

  10.1039/p29880001735

文献信息

• Rhodium-Catalyzed Synthesis of Unsymmetric Di(heteroaryl) Sulfides Using Heteroaryl Ethers and <i>S</i>-Heteroaryl Thioesters via Heteroarylthio Exchange
  作者：Mieko Arisawa、Takeru Tazawa、Saori Tanii、Kiyofumi Horiuchi、Masahiko Yamaguchi

  DOI：10.1021/acs.joc.6b02585

  日期：2017.1.6

  Unsymmetric di(heteroaryl) sulfides were synthesized by a rhodium-catalyzed heteroarylthio exchange reaction of heteroaryl aryl ethers and S-(heteroaryl) thioesters. The reaction has broad applicability, giving diverse unsymmetric di(heteroaryl) sulfides containing five- and six-membered heteroarenes. No base is required in this reaction, which has been developed by the judicious design of organic substrates.
• Polymerisation and related reactions involving nucleophilic aromatic substitution. Part 2. The rates of reaction of substituted 4-halogenobenzophenones with the salts of substituted hydroquinones
  作者：Jonathan R. Lovering、John H. Ridd、David G. Parker、John B. Rose

  DOI：10.1039/p29880001735

  日期：——

  4-X-4′-Fluorobenzophenones undergo the expected nucleophilic substitution reactions with the alkalimetal salts of 4-Y-4′-hydroxydiphenyl ethers at 140 °C in diphenyl sulphone as solvent: the Hammett ρ value is 1.02 for the X substituents and –0.34 for the Y substituents. The order of reactivity of the alkali metal salts is Cs > K > Na. The related reaction of fluorobenzophenone with potassium 4-Z-phenolates

  4-X-4'-氟二苯甲酮与4-Y-4'-羟基二苯醚的碱金属盐在140°C的二苯砜溶液中进行预期的亲核取代反应：X取代基的哈米特ρ值为1.02，并且– Y取代基为0.34。碱金属盐的反应性顺序为Cs> K> Na。在相同条件下，氟二苯甲酮与4-Z-苯酚钾的相关反应得出ρ值为–2.28。该结果已用于计算氢醌单钾盐和二钾盐与氟二苯甲酮反应的相应速率系数。