[2-(1-丙炔-1-基)-1-环戊烯-1-基]甲醇 | 271597-28-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: [2-(1-丙炔-1-基)-1-环戊烯-1-基]甲醇
• 英文名称: (2-Prop-1-ynyl-cyclopent-1-enyl)-methanol
• 英文别名: (2-Prop-1-ynylcyclopenten-1-yl)methanol
• CAS: 271597-28-5
• 化学式: C₉H₁₂O
• 分子量: 136.194
• InChiKey: XCCBHRALWVKLKD-UHFFFAOYSA-N

物化性质

• 沸点：
  253.1±19.0 °C(Predicted)
• 密度：
  1.02±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  10
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  [2-(1-丙炔-1-基)-1-环戊烯-1-基]甲醇 在 4-甲基苯磺酸吡啶 作用下， 以 苯 为溶剂， 反应 4.5h， 生成 2-(2-Prop-1-ynyl-cyclopent-1-enyl)-[1,3]dioxolane
  参考文献：
  名称：

  Facile construction of the lathyrane-type framework via Cr–Ni-mediated cyclization as a key step

  摘要：

  A tricyclic compound (1) that has a lathyrane-type framework was designed as a model compound of the key intermediate of some diterpenes from Euphorbiacea and Thymeleacea. Two fragments 2 and 3 were derived from commercially available methyl cyclopentanone-2-carboxylate and (+)-3-carene, respectively. These fragments were coupled by a Cr(II)-Ni(II)-mediated reaction, followed by cyclization under the same conditions to afford 1 in moderate yield. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(00)00133-7
• 作为产物：
  描述：

  2-Prop-1-ynyl-cyclopent-1-enecarboxylic acid methyl ester 在 二异丁基氢化铝 作用下， 以 甲苯 为溶剂， 反应 1.5h， 以95%的产率得到[2-(1-丙炔-1-基)-1-环戊烯-1-基]甲醇
  参考文献：
  名称：

  Facile construction of the lathyrane-type framework via Cr–Ni-mediated cyclization as a key step

  摘要：

  A tricyclic compound (1) that has a lathyrane-type framework was designed as a model compound of the key intermediate of some diterpenes from Euphorbiacea and Thymeleacea. Two fragments 2 and 3 were derived from commercially available methyl cyclopentanone-2-carboxylate and (+)-3-carene, respectively. These fragments were coupled by a Cr(II)-Ni(II)-mediated reaction, followed by cyclization under the same conditions to afford 1 in moderate yield. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(00)00133-7

文献信息

• Facile construction of the lathyrane-type framework via Cr–Ni-mediated cyclization as a key step
  作者：Tomoo Matsuura、Shosuke Yamamura、Yukimasa Terada

  DOI：10.1016/s0040-4039(00)00133-7

  日期：2000.3

  A tricyclic compound (1) that has a lathyrane-type framework was designed as a model compound of the key intermediate of some diterpenes from Euphorbiacea and Thymeleacea. Two fragments 2 and 3 were derived from commercially available methyl cyclopentanone-2-carboxylate and (+)-3-carene, respectively. These fragments were coupled by a Cr(II)-Ni(II)-mediated reaction, followed by cyclization under the same conditions to afford 1 in moderate yield. (C) 2000 Elsevier Science Ltd. All rights reserved.