2-(2-phenylethynyl)-5-(1-propynyl)thiophene | 138695-92-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩类
• 英文名称: 2-(2-phenylethynyl)-5-(1-propynyl)thiophene
• 英文别名: 2-(2-Phenylethynyl)-5-prop-1-ynylthiophene
• CAS: 138695-92-8
• 化学式: C₁₅H₁₀S
• 分子量: 222.31
• InChiKey: XORSKUPOHXFZKN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  28.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  6-<(tetrahydropyranyl)oxy>-1-phenyl-1,7-nonadiyn-3-ol 在 草酰氯 、 bis(triphenyltin) sulfide 、 4-甲基苯磺酸吡啶 、 三氯化硼 、 二甲基亚砜 、 三乙胺 作用下， 以 乙醇 、 甲苯 为溶剂， 反应 2.0h， 生成 2-(2-phenylethynyl)-5-(1-propynyl)thiophene
  参考文献：
  名称：

  Preparation of 1,4-diketones and their reactions with bis(trialkyltin) or bis(triphenyltin) sulfide-boron trichloride

  摘要：

  1,4-Diphenyl- and 1,4-bis(4-chlorophenyl)-1,4-butanediones (3 and 4), as well as 1-phenyl-, 1-(4-chlorophenyl)-, and 1-(4-methoxyphenyl)-1,4-pentanediones (7-9) react with bis(tributyltin), bis(tricyclohexyltin), and/or bis(triphenyltin) sulfide in the presence of boron trichloride to give, 2,5-diaryl- or 5-methyl-2-arylthiophenes. 1,8-Diphenyl-1,7-octadiyne-3,6-dione (10) and 1-phenyl-1,7-nonadiyne-3,6-dione (11), which were prepared in nine steps from 1,4-butanediol, react with the thionation reagents to give 2,5-bis(2-phenylethynyl)thiophene (20g) and 2-(2-phenylethynyl)-5-(1-propynyl)thiophene (20f), respectively.

  DOI：

  10.1021/jo00032a024

文献信息

• Preparation of 1,4-diketones and their reactions with bis(trialkyltin) or bis(triphenyltin) sulfide-boron trichloride
  作者：Fillmore Freeman、Darrick S. H. L. Kim、Eloy Rodriguez

  DOI：10.1021/jo00032a024

  日期：1992.3

  1,4-Diphenyl- and 1,4-bis(4-chlorophenyl)-1,4-butanediones (3 and 4), as well as 1-phenyl-, 1-(4-chlorophenyl)-, and 1-(4-methoxyphenyl)-1,4-pentanediones (7-9) react with bis(tributyltin), bis(tricyclohexyltin), and/or bis(triphenyltin) sulfide in the presence of boron trichloride to give, 2,5-diaryl- or 5-methyl-2-arylthiophenes. 1,8-Diphenyl-1,7-octadiyne-3,6-dione (10) and 1-phenyl-1,7-nonadiyne-3,6-dione (11), which were prepared in nine steps from 1,4-butanediol, react with the thionation reagents to give 2,5-bis(2-phenylethynyl)thiophene (20g) and 2-(2-phenylethynyl)-5-(1-propynyl)thiophene (20f), respectively.