4-[4-(methylsulfanyl)phenyl]-3-butyn-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: 4-[4-(methylsulfanyl)phenyl]-3-butyn-1-ol
• 英文别名: 4-(4-(Methylthio)phenyl)but-3-yn-1-ol；4-(4-methylsulfanylphenyl)but-3-yn-1-ol
• 化学式: C₁₁H₁₂OS
• 分子量: 192.282
• InChiKey: SWNUWQNBVVDFNS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  45.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-[4-(methylsulfanyl)phenyl]-3-butyn-1-ol 在 Oxone 作用下， 以 水 、 丙酮 为溶剂， 反应 4.0h， 以68%的产率得到4-[4-(methylsulfonyl)phenyl]-3-butyn-1-ol
  参考文献：
  名称：

  Pd/C-mediated coupling of aryl halides with terminal alkynes in water

  摘要：

  2-Aminoethanol facilitated the alkynylation of aryl halides (Sonogashira reaction) under palladium/charcoal-copper catalysis in water affording a mild and practical method for the synthesis of arylalkynes. A variety of terminal alkynes were coupled with aryl iodides and bromides possessing no hydrophilic functional groups to give the coupled products in good to excellent yields. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2005.06.056
• 作为产物：
  描述：

  4-溴茴香硫醚 、 3-丁炔-1-醇 在 palladium on activated charcoal copper(l) iodide 、 C.I.酸性橙108 、 三苯基膦 作用下， 以 水 为溶剂， 以45%的产率得到4-[4-(methylsulfanyl)phenyl]-3-butyn-1-ol
  参考文献：
  名称：

  Pd/C-mediated coupling of aryl halides with terminal alkynes in water

  摘要：

  2-Aminoethanol facilitated the alkynylation of aryl halides (Sonogashira reaction) under palladium/charcoal-copper catalysis in water affording a mild and practical method for the synthesis of arylalkynes. A variety of terminal alkynes were coupled with aryl iodides and bromides possessing no hydrophilic functional groups to give the coupled products in good to excellent yields. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2005.06.056

文献信息

• Pd/C-mediated coupling of aryl halides with terminal alkynes in water
  作者：Venkateswara Rao Batchu、Venkataraman Subramanian、Karuppasamy Parasuraman、Nalivela Kumara Swamy、Sanjeev Kumar、Manojit Pal

  DOI：10.1016/j.tet.2005.06.056

  日期：2005.10

  2-Aminoethanol facilitated the alkynylation of aryl halides (Sonogashira reaction) under palladium/charcoal-copper catalysis in water affording a mild and practical method for the synthesis of arylalkynes. A variety of terminal alkynes were coupled with aryl iodides and bromides possessing no hydrophilic functional groups to give the coupled products in good to excellent yields. (c) 2005 Elsevier Ltd. All rights reserved.