(Z)-3-dodecylthio-2-propen-1-ol

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: (Z)-3-dodecylthio-2-propen-1-ol
• 英文别名: (Z)-3-dodecylsulfanylprop-2-en-1-ol
• 化学式: C₁₅H₃₀OS
• 分子量: 258.469
• InChiKey: ZODHFPYCRLASTC-QINSGFPZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  17
• 可旋转键数：
  13
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.87
• 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-丙炔-1-醇 、 十二硫醇 在 1-butyl-3-methylimidazolium methoxyselenite 作用下， 反应 8.0h， 生成 (Z)-3-dodecylthio-2-propen-1-ol 、 2-dodecylthio-2-propen-1-ol
  参考文献：
  名称：

  Synthesis of vinyl sulfides under base-free conditions using selenium ionic liquid

  摘要：

  A very simple procedure is described for the efficient synthesis of vinyl sulfides by hydrothiolation of terminal alkynes using 1-n-butyl-3-methylimidazolium methylselenite, [bmim][SeO2(OCH3)]. The reaction proceeds cleanly under mild, base-free conditions and was performed with aromatic and aliphatic thiols. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.03.076

文献信息

• Stereoselective Hydrothiolation of Alkynes Catalyzed by Cesium Base:  Facile Access to (<i>Z</i>)-1-Alkenyl Sulfides
  作者：Azusa Kondoh、Kazuaki Takami、Hideki Yorimitsu、Koichiro Oshima

  DOI：10.1021/jo050931z

  日期：2005.8.1

  Treatment of alkyne with alkanethiol in the presence of a catalytic amount of cesium carbonate and a radical inhibitor in DMSO provides the corresponding adduct, (Z)-1-alkenyl alkyl sulfide, in good yield with high selectivity.
• Synthesis of vinyl sulfides under base-free conditions using selenium ionic liquid
  作者：Samuel Thurow、Naiana T. Ostosi、Samuel R. Mendes、Raquel G. Jacob、Eder J. Lenardão

  DOI：10.1016/j.tetlet.2012.03.076

  日期：2012.5

  A very simple procedure is described for the efficient synthesis of vinyl sulfides by hydrothiolation of terminal alkynes using 1-n-butyl-3-methylimidazolium methylselenite, [bmim][SeO2(OCH3)]. The reaction proceeds cleanly under mild, base-free conditions and was performed with aromatic and aliphatic thiols. (C) 2012 Elsevier Ltd. All rights reserved.