1-isopropoxy-3-(p-tolylthio)propan-2-ol | 84137-78-0

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 1-isopropoxy-3-(p-tolylthio)propan-2-ol
• 英文别名: 1-(4-Methylphenyl)sulfanyl-3-propan-2-yloxypropan-2-ol
• CAS: 84137-78-0
• 化学式: C₁₃H₂₀O₂S
• mdl: MFCD19596223
• 分子量: 240.367
• InChiKey: VXXRLXMBGQILIW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  16
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.538
• 拓扑面积：
  54.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  异丙基缩水甘油醚 、 4-甲苯硫酚 在 lithium hydroxide 作用下， 反应 0.33h， 以90%的产率得到1-isopropoxy-3-(p-tolylthio)propan-2-ol
  参考文献：
  名称：

  在无溶剂条件下 LiOH 催化环氧化物的简单开环

  摘要：

  已发现 LiOH 是一种非常简单且选择性的催化剂，可通过环氧化物与芳香族、脂肪族和杂环硫醇以及三甲基氰基氰化物在室温下在无溶剂条件下开环快速温和地合成 β-羟基硫化物和 β-羟基腈使适应。所有反应都在短时间内令人满意地进行，并在温和的反应条件下以良好的收率和高区域选择性和化学选择性提供相应的产物。

  DOI：

  10.1080/10426500903127573

文献信息

• LiOH-Catalyzed Simple Ring Opening of Epoxides Under Solvent-Free Conditions
  作者：Najmedin Azizi、Alireza Khajeh-Amiri、Hossein Ghafuri、Mohammad Bolourtchian

  DOI：10.1080/10426500903127573

  日期：2010.6.30

  sulfides and β-hydroxyl nitriles by ring opening of epoxides with aromatic, aliphatic, and heterocyclic thiols and trimethylsilyl cyanide at room temperature under solvent free conditions. All the reactions proceeded satisfactorily in short times and afforded the corresponding products in good to excellent yields with high regioselectivity and chemoselectivity under mild reaction conditions.

  已发现 LiOH 是一种非常简单且选择性的催化剂，可通过环氧化物与芳香族、脂肪族和杂环硫醇以及三甲基氰基氰化物在室温下在无溶剂条件下开环快速温和地合成 β-羟基硫化物和 β-羟基腈使适应。所有反应都在短时间内令人满意地进行，并在温和的反应条件下以良好的收率和高区域选择性和化学选择性提供相应的产物。
• Recyclable superparamagnetic Fe3O4 nanoparticles for efficient catalysis of thiolysis of epoxides
  作者：Mohammad M. Mojtahedi、M. Saeed Abaee、Azam Rajabi、Peyman Mahmoodi、Saeed Bagherpoor

  DOI：10.1016/j.molcata.2012.05.004

  日期：2012.9

  An efficient and rapid procedure is developed for room-temperature ring opening of various epoxides with thiols under solvent-free conditions in the presence of catalytic amount of superparamagnetic Fe3O4 nanoparticles. As a result, high conversion of reactants to various beta-hydroxy sulfides is observed in short time periods while the heterogeneous catalyst could be recovered and reused over several cycles without loosing its activity. Competitive reactions show higher reactivity of aromatic thiols over the aliphatic counterparts. (c) 2012 Elsevier B.V. All rights reserved.
• Rapid, benign, and additive-free thiolysis of epoxides under ultrasonic/aqueous conditions
  作者：Mohammad M. Mojtahedi、Sajad Khalili

  DOI：10.1080/17415993.2014.909814

  日期：2014.7.4

  An environmentally friendly and efficient procedure is developed for ring opening of various epoxides with thiols under non-thermal conditions. Reactions take place by ultrasonic irradiation of the two reactants suspended in an additive-free aqueous medium. Consequently, high-yield formation of various beta-hydroxy sulfides is quickly observed.[GRAPHICS].