3-(4-phenylethynyl-phenylsulfanyl)propionic acid 2-ethylhexyl ester | 881664-11-5

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 3-(4-phenylethynyl-phenylsulfanyl)propionic acid 2-ethylhexyl ester
• 英文别名: 2-Ethylhexyl 3-[4-(2-phenylethynyl)phenyl]sulfanylpropanoate
• CAS: 881664-11-5
• 化学式: C₂₅H₃₀O₂S
• 分子量: 394.578
• InChiKey: BIFHRZSCIMVGDW-UHFFFAOYSA-N

物化性质

• 沸点：
  520.4±35.0 °C(Predicted)
• 密度：
  1.08±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  7.4
• 重原子数：
  28
• 可旋转键数：
  13
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  51.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-(4-phenylethynyl-phenylsulfanyl)propionic acid 2-ethylhexyl ester 在 sodium ethanolate 作用下， 以 乙醇 为溶剂， 反应 5.0h， 以100%的产率得到1-(phenylethynyl)-4-(mercapto)benzene
  参考文献：
  名称：

  Practical Thiol Surrogates and Protective Groups for Arylthiols for Suzuki−Miyaura Conditions

  摘要：

  We have developed practical thiol surrogates and arylthiol protective groups for the Suzuki-Miyaura reaction. 2-Ethylhexyl-3-mercaptopropionate and 4-(2'-mercaptoethyl)pyridine were shown to be not only good thiol surrogates but also good protective groups for thiol. We have demonstrated toleration of these protective groups under aqueous Suzuki-Miyaura conditions.

  DOI：

  10.1021/jo052624z
• 作为产物：
  描述：

  丙烯酸2-乙基己酯 在 tris(dibenzylideneacetone)dipalladium (0) copper(l) iodide 、 四丁基氟化铵 、 二异丙胺 、 三苯基膦 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 23.0h， 生成 3-(4-phenylethynyl-phenylsulfanyl)propionic acid 2-ethylhexyl ester
  参考文献：
  名称：

  Practical Thiol Surrogates and Protective Groups for Arylthiols for Suzuki−Miyaura Conditions

  摘要：

  We have developed practical thiol surrogates and arylthiol protective groups for the Suzuki-Miyaura reaction. 2-Ethylhexyl-3-mercaptopropionate and 4-(2'-mercaptoethyl)pyridine were shown to be not only good thiol surrogates but also good protective groups for thiol. We have demonstrated toleration of these protective groups under aqueous Suzuki-Miyaura conditions.

  DOI：

  10.1021/jo052624z

文献信息

• Practical Thiol Surrogates and Protective Groups for Arylthiols for Suzuki−Miyaura Conditions
  作者：Takahiro Itoh、Toshiaki Mase

  DOI：10.1021/jo052624z

  日期：2006.3.1

  We have developed practical thiol surrogates and arylthiol protective groups for the Suzuki-Miyaura reaction. 2-Ethylhexyl-3-mercaptopropionate and 4-(2'-mercaptoethyl)pyridine were shown to be not only good thiol surrogates but also good protective groups for thiol. We have demonstrated toleration of these protective groups under aqueous Suzuki-Miyaura conditions.