methyl 3-(2-bromoethynyl)azulene-1-carboxylate | 849486-95-9

• 分子结构分类: 有机化合物 - 碳氢化合物 - 不饱和烃
• 英文名称: methyl 3-(2-bromoethynyl)azulene-1-carboxylate
• CAS: 849486-95-9
• 化学式: C₁₄H₉BrO₂
• 分子量: 289.128
• InChiKey: DXUJCPIBZIMQOR-UHFFFAOYSA-N

物化性质

• 沸点：
  416.2±47.0 °C(Predicted)
• 密度：
  1.52±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  17
• 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：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  methyl 3-(2-bromoethynyl)azulene-1-carboxylate 在 sodium hydroxide 作用下， 以 甲醇 、 乙醚 、 水 为溶剂， 反应 504.25h， 生成 methyl 3-ethynylazulene-1-carboxylate
  参考文献：
  名称：

  Synthesis of Azulen-3-ylheterocyclic Compounds Using 2-(3-Methoxycarbonylazulen-1-yl)ethynyltriphenylphosphonium Bromide

  摘要：

  3-(3-methoxycarbonylazulen-1-yl)ethynyltriphenylphosphonium bromide was prepared from methyl 3-formylazulenecarboxylate. Its resonance structures were discussed on the basis of the H-1 and C-13 NMR spectroscopy. Furthermore, its reactivity with o-substituted aniline was examined. We found that 2-(1-methoxycarbonyl-azulen-3-yl)ethynyltriphenylphosphonium bromide reacted with o-substituted aniline except 2-aminophenol to give corresponding methyl 3-(benzazol-2-yl)azulene-1-carboxylate.

  DOI：

  10.3987/com-04-s(p)27
• 作为产物：
  描述：

  methyl 3-formylazulene-1-carboxylate 在 1,8-二氮杂双环[5.4.0]十一碳-7-烯 、 三苯基膦 、 锌 作用下， 以 二氯甲烷 、 二甲基亚砜 为溶剂， 反应 24.83h， 生成 methyl 3-(2-bromoethynyl)azulene-1-carboxylate
  参考文献：
  名称：

  Synthesis of Azulen-3-ylheterocyclic Compounds Using 2-(3-Methoxycarbonylazulen-1-yl)ethynyltriphenylphosphonium Bromide

  摘要：

  3-(3-methoxycarbonylazulen-1-yl)ethynyltriphenylphosphonium bromide was prepared from methyl 3-formylazulenecarboxylate. Its resonance structures were discussed on the basis of the H-1 and C-13 NMR spectroscopy. Furthermore, its reactivity with o-substituted aniline was examined. We found that 2-(1-methoxycarbonyl-azulen-3-yl)ethynyltriphenylphosphonium bromide reacted with o-substituted aniline except 2-aminophenol to give corresponding methyl 3-(benzazol-2-yl)azulene-1-carboxylate.

  DOI：

  10.3987/com-04-s(p)27