2-(4-bromophenylthio)-1-(4-chlorophenyl)ethanol

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 2-(4-bromophenylthio)-1-(4-chlorophenyl)ethanol
• 英文别名: 2-(4-Bromophenyl)sulfanyl-1-(4-chlorophenyl)ethanol
• 化学式: C₁₄H₁₂BrClOS
• mdl: MFCD22205555
• 分子量: 343.672
• InChiKey: PBHOJPCWCXLVHU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.142
• 拓扑面积：
  45.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  4-氯苯乙烯 、 4-溴苯硫酚 在 碘 、 二甲基亚砜 作用下， 反应 12.0h， 以57%的产率得到2-(4-bromophenylthio)-1-(4-chlorophenyl)ethanol
  参考文献：
  名称：

  碘催化的β-羟基硫化物的区域选择性合成

  摘要：

  已经开发了一种无金属且环境友好的碘催化方案，用于以易于获得的苯乙烯和苯酚为原料，以良好至极好的收率，选择性地合成β-羟基硫化物。该反应涉及单步C S和C O键的构建。

  DOI：

  10.1016/j.tetlet.2017.04.043

文献信息

• One-pot synthesis of β-hydroxysulfides from styrenes and disulfides using the Zn/AlCl3 system
  作者：Barahman Movassagh、Mozhgan Navidi

  DOI：10.1016/j.tetlet.2008.09.071

  日期：2008.11

  A simple, general, and highly regioselective procedure has been developed for the one-pot synthesis of β-hydroxysulfides in good yields from various styrenes and disulfides by cleavage of the S–S bond with a Zn/AlCl3 system in aqueous acetonitrile at 80 °C and in the presence of oxygen.

  已开发出一种简单，通用且具有高度区域选择性的方法，用于通过一锅法从80℃的乙腈水溶液中用Zn / AlCl 3系统裂解S–S键，以多种苯乙烯和二硫化物的高收率一站式合成β-羟基硫化物。°C并在有氧气的情况下。
• Synthesis of β-Hydroxysulfides from Alkenes under Supramolecular Catalysis in the Presence of β-Cyclodextrin in Water
  作者：K. Surendra、N. Srilakshmi Krishnaveni、R. Sridhar、K. Rama Rao

  DOI：10.1021/jo060805a

  日期：2006.7.1

  An environmentally benign and highly efficient procedure has been developed for the direct one-pot synthesis of beta-hydroxysulfides in good yields under neutral conditions from alkenes and thiophenols in the presence of aerial oxygen using beta-cyclodextrin in water. This protocol tolerates a wide variety of functional groups or substrates and does not require the use of either acid or base catalysts. beta-Cyclodextrin can be recovered and reused for a number of runs without any loss of activity.
• Iodine-catalysed regioselective synthesis of β -hydroxysulfides
  作者：Piyush Tehri、Balakrishna Aegurula、Rama Krishna Peddinti

  DOI：10.1016/j.tetlet.2017.04.043

  日期：2017.5

  A metal-free, and environment benign iodine-catalysed protocol has been developed for the regioselective synthesis of β-hydroxysulfides in good to excellent yields from easily accessible styrenes and thiophenols. The reaction involves single step CS and CO bonds construction.

  已经开发了一种无金属且环境友好的碘催化方案，用于以易于获得的苯乙烯和苯酚为原料，以良好至极好的收率，选择性地合成β-羟基硫化物。该反应涉及单步C S和C O键的构建。