6-phenyl-4-<(tetrahydropyranyl)oxy>-5-hexyn-1-al | 138695-89-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 6-phenyl-4-<(tetrahydropyranyl)oxy>-5-hexyn-1-al
• 英文别名: 4-(oxan-2-yloxy)-6-phenylhex-5-ynal
• CAS: 138695-89-3
• 化学式: C₁₇H₂₀O₃
• 分子量: 272.344
• InChiKey: RTMVGFCJHYTSQP-UHFFFAOYSA-N

物化性质

• 沸点：
  432.8±45.0 °C(Predicted)
• 密度：
  1.10±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.93
• 重原子数：
  20.0
• 可旋转键数：
  5.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  35.53
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  6-phenyl-4-<(tetrahydropyranyl)oxy>-5-hexyn-1-al 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 四氢呋喃 、 乙醇 、 甲苯 为溶剂， 反应 4.0h， 生成 2,5-bis(phenylethynyl)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
• 作为产物：
  描述：

  6-phenyl-4-<(tetrahydropyranyl)oxy>-5-hexyn-1-ol 在 草酰氯 、 二甲基亚砜 、 三乙胺 作用下， 生成 6-phenyl-4-<(tetrahydropyranyl)oxy>-5-hexyn-1-al
  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