4-[2-(4-溴苯基硫代)乙基]吡啶 | 62237-50-7

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 中文名称: 4-[2-(4-溴苯基硫代)乙基]吡啶
• 英文名称: 2-(4-pyridinyl)ethyl-4'-bromophenyl sulfide
• 英文别名: 4-[2-(4-bromophenylsulfanyl)ethyl]pyridine；2-(4-Pyridyl)-ethyl-p-bromphenylsulfid；Pyridine, 4-[2-[(4-bromophenyl)thio]ethyl]-；4-[2-(4-bromophenyl)sulfanylethyl]pyridine
• CAS: 62237-50-7
• 化学式: C₁₃H₁₂BrNS
• 分子量: 294.215
• InChiKey: WYTKFIDAXZBAHT-UHFFFAOYSA-N

物化性质

• 熔点：
  40-44 °C(lit.)
• 闪点：
  >230 °F
• 稳定性/保质期：
  遵照规定使用和储存，则不会分解。

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  38.2
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 危险品标志：
  Xn
• 安全说明：
  S26,S36/37/39
• 危险类别码：
  R22,R41,R43
• 海关编码：
  2933399090

反应信息

• 作为反应物：
  描述：

  4-[2-(4-溴苯基硫代)乙基]吡啶 在 tris(dibenzylideneacetone)dipalladium (0) 、 D-t-BPF 、 sodium ethanolate 、 sodium t-butanolate 作用下， 以 乙醇 、 甲苯 为溶剂， 反应 11.0h， 生成 4-吗啉-4-基苯硫酚
  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：

  对溴碘苯 、 4-吡啶乙硫醇盐酸盐 在 tris(dibenzylideneacetone)dipalladium (0) 、 N,N-二异丙基乙胺 、 4,5-双二苯基膦-9,9-二甲基氧杂蒽 作用下， 以 甲苯 为溶剂， 反应 15.0h， 以90%的产率得到4-[2-(4-溴苯基硫代)乙基]吡啶
  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

• Amberlyst-15©: An efficient heterogeneous reusable catalyst for selective anti-Markovnikov addition of thiols to alkenes/alkynes and for thiolysis of epoxides
  作者：Satish R. Lanke、Bhalchandra M. Bhanage

  DOI：10.1016/j.catcom.2013.06.032

  日期：2013.11

  The anti-Markovnikov addition of thiols to alkenes/alkynes and thiolysis of epoxides is described using Amberlyst-15(C) as a selective, commercially available, inexpensive and reusable catalyst. The products like diorganyl sulphides, beta-hydroxy sulphides and phenyl(styryl)sulfanes were obtained in good to excellent yields in short reaction time and with high regio-selectivity. The catalyst was reused up to five consecutive recycles without any loss in its catalytic activity. The developed methodology is a metal free protocol for C-S bond formation reaction with high atom economy. (C) 2013 Elsevier B.V. All rights reserved.
• Soluble Ferrocene Conjugates for Incorporation into Self-Assembled Monolayers
  作者：C. J. Yu、Yoochul Chong、Jon Faiz Kayyem、Michael Gozin

  DOI：10.1021/jo982392m

  日期：1999.3.1

  A series of phenylethynyl oligomers (I-V) possessing a ferrocene and thiol at each termini have been synthesized. These oligomers have been designed to overcome the inherent insolubility of this class of complexes by substitution at the phenyl groups with methyl and propoxy substituents. Several new reactions for preparing arenethiol-protected compounds are described. Interestingly, the generation of an arenethiol anion during base- or fluoride-catalyzed deprotection has been characterized.
• 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.