1-mercaptophenyl-2-pentanol

• 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-mercaptophenyl-2-pentanol
• 英文别名: 1-(Phenylthio)-2-pentanol；1-phenylsulfanylpentan-2-ol
• 化学式: C₁₁H₁₆OS
• 分子量: 196.313
• InChiKey: ZFFDDNOKHMTLKY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  13
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.45
• 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：

  戊烯 、 alkaline earth salt of/the/ methylsulfuric acid 在 二甲基二环氧乙烷 作用下， 以 二氯甲烷 、 丙酮 为溶剂， 反应 14.0h， 生成 1-mercaptophenyl-2-pentanol
  参考文献：
  名称：

  Genesis and metabolisation of 1-pentene during lipid peroxidation of ω-6 unsaturated fatty acids: metabolism of 1-pentene

  摘要：

  1-Pentene is generated by decomposition of omega-6 unsaturated fatty acid hydroperoxides. It is transformed under physiological conditions in presence of plant or mammalian liver enzymes to 1-pentene epoxide which can be trapped by reaction with thiophenol. The reaction products were identified by comparing their mass spectra with those of authentic material.

  DOI：

  10.1016/0009-3084(96)02534-0

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。
• InCl₃-Catalyzed Highly Regioselective Ring Opening of Epoxides with Thiols
  作者：J. S. Yadav、B. V. S. Reddy、Gakul Baishya

  DOI：10.1246/cl.2002.906

  日期：2002.9

  Epoxides react smoothly with thiols in the presence of 10 mol% InCl3 under very mild conditions to afford the corresponding β-hydroxy sulfides in high yields with high regioselectivity. Similar yields and selectivity are also obtained with catalytic amount of indium triflate under these reaction conditions.

  在10 mol% InCl3存在下，环氧化物与硫醇在非常温和的条件下顺利反应，生成相应的β-羟基硫化物，且产率较高，位置选择性较强。在这些反应条件下，使用催化量的三氟化铟也能获得类似的产率和选择性。
• Genesis and metabolisation of 1-pentene during lipid peroxidation of ω-6 unsaturated fatty acids: metabolism of 1-pentene
  作者：C Scheick、G Spiteller

  DOI：10.1016/0009-3084(96)02534-0

  日期：1996.6

  1-Pentene is generated by decomposition of omega-6 unsaturated fatty acid hydroperoxides. It is transformed under physiological conditions in presence of plant or mammalian liver enzymes to 1-pentene epoxide which can be trapped by reaction with thiophenol. The reaction products were identified by comparing their mass spectra with those of authentic material.