methyl-2 octene-1 yne-7 ol-3 | 87295-59-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: methyl-2 octene-1 yne-7 ol-3
• 英文别名: 2-methyl-1-octen-7-yn-3-ol；2-Methyloct-1-en-7-yn-3-ol
• CAS: 87295-59-8
• 化学式: C₉H₁₄O
• 分子量: 138.21
• InChiKey: DLUYOZYBUZQJCG-UHFFFAOYSA-N

物化性质

• 沸点：
  215.2±33.0 °C(Predicted)
• 密度：
  0.899±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  10
• 可旋转键数：
  4
• 环数：
  0.0
• 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：

  methyl-2 octene-1 yne-7 ol-3 在 正丁基锂 、 氢氟酸 作用下， 以 乙醚 、 水 为溶剂， 反应 3.5h， 生成 7-hydroxy-8-methyl-8-nonen-2-ynenitrile
  参考文献：
  名称：

  Facile access to cyclooctanoid ring systems via microwave-assisted tandem 6-exo dig cyclization–rearrangement sequence

  摘要：

  Appropriately substituted 5-alkyn-1-ol systems bearing a nitrile moiety at the triple bond serve as versatile precursors to a variety of cyclooctenone derivatives via a "one-pot" base-catalyzed oxyanionic 6-exo dig cyclization/Claisen rearrangement sequence under microwave irradiation. It was found that the initially formed cyclic intermediate consists of a mixture of endo and exocyclic isomers, which appear to be in equilibrium under the reaction conditions. However, the only observed products from these reactions are α-cyano substituted cyclooctenones, derived from the exocyclic dihydrofuran intermediates.

  DOI：

  10.1016/j.tet.2014.02.089
• 作为产物：
  描述：

  6-三甲基硅烷基-己-5-炔-1-醇 在 四丁基氟化铵 、 叔丁基锂 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 反应 1.08h， 生成 methyl-2 octene-1 yne-7 ol-3
  参考文献：
  名称：

  Facile access to cyclooctanoid ring systems via microwave-assisted tandem 6-exo dig cyclization–rearrangement sequence

  摘要：

  Appropriately substituted 5-alkyn-1-ol systems bearing a nitrile moiety at the triple bond serve as versatile precursors to a variety of cyclooctenone derivatives via a "one-pot" base-catalyzed oxyanionic 6-exo dig cyclization/Claisen rearrangement sequence under microwave irradiation. It was found that the initially formed cyclic intermediate consists of a mixture of endo and exocyclic isomers, which appear to be in equilibrium under the reaction conditions. However, the only observed products from these reactions are α-cyano substituted cyclooctenones, derived from the exocyclic dihydrofuran intermediates.

  DOI：

  10.1016/j.tet.2014.02.089

文献信息

• Apparu, Marcel; Barrelle, Michel, Bulletin de la Societe Chimique de France, 1983, vol. 2, # 3-4, p. 83 - 86
  作者：Apparu, Marcel、Barrelle, Michel

  DOI：——

  日期：——
• APPARU, M.;BARRELLE, M., BULL. SOC. CHIM. FR., 1983, N 3-4, 83-86
  作者：APPARU, M.、BARRELLE, M.

  DOI：——

  日期：——