1-(3-phenyl-2-propynyl)-1,4-dihydrobenzoic acid

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 1-(3-phenyl-2-propynyl)-1,4-dihydrobenzoic acid
• 英文别名: 1-(3-Phenyl-2-prop-2-ynyl)1,4-dihydrobenzoic acid；1-(3-phenylprop-2-ynyl)cyclohexa-2,5-diene-1-carboxylic acid
• 化学式: C₁₆H₁₄O₂
• 分子量: 238.286
• InChiKey: FPWPKOIQTAFYME-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  3-苯基-2-丙炔-1-醇 在 溴 、 三苯基膦 作用下， 以 四氯化碳 、 氨 为溶剂， 反应 6.0h， 生成 1-(3-phenyl-2-propynyl)-1,4-dihydrobenzoic acid
  参考文献：
  名称：

  Gas phase reactions of protonated 1,3-diphenylpropyne and some isomeric [C15H13]+ ions

  摘要：

  AbstractMetastable (3‐phenyl‐2‐propynyl)benzenium ions, generated by electron impact induced fragmentation from the appropriately substituted 1,4‐dihydrobenzoic acid, react by loss of ˙CH3 and C6H6. The study of deuterated derivatives reveals that hydrogen/deuterium exchanges involving all hydrogen and deuterium atoms precede the fragmentations. The results suggest a skeletal rearrangement by electrophilic ring‐closure reactions giving rise to protonated phenylindene and protonated 9,10‐methano‐9,10‐dihydroanthracene prior to the elimination of C6H6 and ˙CH3, respectively. A study of isomeric [C15H13]+ ions by collision‐induced decomposition and by deuterium labelling shows that these ions interconvert by hydrogen migrations and skeletal rearrangements.

  DOI：

  10.1002/oms.1210200908