1,2-hexene oxide | 1147097-06-0

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 1,2-hexene oxide
• 英文别名: 1-(4-Methylphenyl)sulfanyl-3-phenylpropan-2-ol
• CAS: 1147097-06-0
• 化学式: C₁₆H₁₈OS
• mdl: MFCD21641831
• 分子量: 258.384
• InChiKey: FOOXSNQSGIXCKI-UHFFFAOYSA-N

物化性质

• 沸点：
  407.6±40.0 °C(predicted)
• 密度：
  1.13±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 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：

  (2,3-环氧丙基)苯 、 4-甲苯硫酚 在 iododioxobis(triphenylphosphine)rhenium(V) 作用下， 以 乙酸乙酯 为溶剂， 以90%的产率得到1,2-hexene oxide
  参考文献：
  名称：

  Addition of unactivated thiols to epoxides and oxetanes catalyzed by a rhenium-oxo complex

  摘要：

  A method for synthesizing beta- and gamma-hydroxy thioethers via addition of unactivated thiols to epoxides and oxetanes has been developed. This reaction is proposed to proceed through an unconventional mode of activation of the heterocycles. The transformation is catalyzed by ReO2I(PPh3)(2) affording beta- and gamma-hydroxy thioethers in moderate to excellent yield with excellent regioselectivity. (C) 2014 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.catcom.2014.01.005

文献信息

• Highly Regioselective Ring Opening of Epoxides with Thiols Catalyzed by SbCl₃Under Solvent-Free Conditions
  作者：Dadkhoda Ghazanfari、Mohammed M. Hashemi、Mohammad Reza Akhgar、Mohammad Mehdi Foroughi、Fariba Najafi-Zadeh

  DOI：10.1080/10426500802053201

  日期：2008.11.7

  The ring-opening reaction of epoxides with thiols by SbCl3 supported on Kieselguhr under solvent-free conditions, afforded high yields of -hydroxy sulfides. Nucleophilic attack of the thiols occurs regioselectively at the less hindered side of the epoxides.
• Addition of unactivated thiols to epoxides and oxetanes catalyzed by a rhenium-oxo complex
  作者：Alexandra D. Badiceanu、Alyson E. Garst、Meredith E. Trubitt、Kristine A. Nolin

  DOI：10.1016/j.catcom.2014.01.005

  日期：2014.3

  A method for synthesizing beta- and gamma-hydroxy thioethers via addition of unactivated thiols to epoxides and oxetanes has been developed. This reaction is proposed to proceed through an unconventional mode of activation of the heterocycles. The transformation is catalyzed by ReO2I(PPh3)(2) affording beta- and gamma-hydroxy thioethers in moderate to excellent yield with excellent regioselectivity. (C) 2014 Elsevier B.V. All rights reserved.