4-(2,4-Dichlorophenyl)-4-hydroxybut-2-ynoic acid | 1187388-01-7

• 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-(2,4-Dichlorophenyl)-4-hydroxybut-2-ynoic acid
• CAS: 1187388-01-7
• 化学式: C₁₀H₆Cl₂O₃
• 分子量: 245.062
• InChiKey: MHQPCBSDVKMJKY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  57.5
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-(2,4-Dichlorophenyl)-4-hydroxybut-2-ynoic acid 在 三乙胺 、 copper(l) chloride 作用下， 以 乙腈 为溶剂， 反应 0.5h， 以90%的产率得到1-(2,4-二氯苯基)丙-2-炔-1-醇
  参考文献：
  名称：

  Catalytic Decarboxylation of 2-Alkynoic Acids

  摘要：

  A very efficient protocol enabling catalytic decarboxylation of a wide range of 2-alkynoic acids is described. The reaction conditions and the scope of the process are examined. The method is further utilized in a model decarboxylative coupling.

  DOI：

  10.1021/jo901377b
• 作为产物：
  描述：

  2,4-二氯苯甲醛 、 丙炔酸 在 甲基锂 、 硫酸 、 水 作用下， 以 四氢呋喃 、 二乙氧基甲烷 为溶剂， 反应 1.35h， 以89%的产率得到4-(2,4-Dichlorophenyl)-4-hydroxybut-2-ynoic acid
  参考文献：
  名称：

  Catalytic Decarboxylation of 2-Alkynoic Acids

  摘要：

  A very efficient protocol enabling catalytic decarboxylation of a wide range of 2-alkynoic acids is described. The reaction conditions and the scope of the process are examined. The method is further utilized in a model decarboxylative coupling.

  DOI：

  10.1021/jo901377b

文献信息

• Tandem Catalysis: From Alkynoic Acids and Aryl Iodides to 1,2,3-Triazoles in One Pot
  作者：Andrej Kolarovič、Michael Schnürch、Marko D. Mihovilovic

  DOI：10.1021/jo1024927

  日期：2011.4.15

  A tandem catalysis protocol based on decarboxylative coupling of alkynoic acids and 1,3-dipolar cycloaddition of azides enables a highly efficient synthesis of a variety of functionalized 1,2,3-triazoles. The three-step, one-pot method avoids usage of gaseous or highly volatile terminal alkynes, reduces handling of potentially unstable and explosive azides to a minimum, and furnishes target structures in excellent yields and a very good purity without the need for additional purification.
• Catalytic Decarboxylation of 2-Alkynoic Acids
  作者：Andrej Kolarovič、Zuzana Fáberová

  DOI：10.1021/jo901377b

  日期：2009.9.18

  A very efficient protocol enabling catalytic decarboxylation of a wide range of 2-alkynoic acids is described. The reaction conditions and the scope of the process are examined. The method is further utilized in a model decarboxylative coupling.