3,13-octadecadiin-1-ol | 66410-23-9

• 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: 3,13-octadecadiin-1-ol
• 英文别名: 3,13-octadecadiyn-1-ol；13-Octadecadiyn-1-ol；octadeca-3,13-diyn-1-ol
• CAS: 66410-23-9
• 化学式: C₁₈H₃₀O
• 分子量: 262.436
• InChiKey: WMCASSBMTCHWQI-UHFFFAOYSA-N

物化性质

• 沸点：
  391.7±22.0 °C(Predicted)
• 密度：
  0.905±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.4
• 重原子数：
  19
• 可旋转键数：
  10
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.78
• 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：

  3,13-octadecadiin-1-ol 在 Lindlar's catalyst 吡啶 、 4-二甲氨基吡啶 、 氢气 作用下， 以 正己烷 为溶剂， 反应 18.0h， 生成 (3Z,13Z)-3,13-十八碳二烯-1-基乙酸酯
  参考文献：
  名称：

  Sequential alkynylation of ω-bromoalkyl triflates: facile access to unsymmetrical non-conjugated diynes including precursors to diene pheromones

  摘要：

  Sequential treatment of omega-bromoalkyl triflates with an alkynyllithium at 0 degreesC followed by addition of a second alkynyllithium and NaI and heating the reaction mixture provides a simple one-pot access to unsymmetrical diynes in good yields. These diynes may be transformed stereoselectively into diene pheromones such as (Z,Z)- and (E,Z)-3,13-octadecadienyl acetate. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2004.08.094
• 作为产物：
  描述：

  8-溴-1-辛醇 在 吡啶 、 正丁基锂 、 4-甲基苯磺酸吡啶 作用下， 以 四氢呋喃 、 乙醚 、 正己烷 、 二氯甲烷 为溶剂， 反应 7.25h， 生成 3,13-octadecadiin-1-ol
  参考文献：
  名称：

  Sequential alkynylation of ω-bromoalkyl triflates: facile access to unsymmetrical non-conjugated diynes including precursors to diene pheromones

  摘要：

  Sequential treatment of omega-bromoalkyl triflates with an alkynyllithium at 0 degreesC followed by addition of a second alkynyllithium and NaI and heating the reaction mixture provides a simple one-pot access to unsymmetrical diynes in good yields. These diynes may be transformed stereoselectively into diene pheromones such as (Z,Z)- and (E,Z)-3,13-octadecadienyl acetate. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2004.08.094

文献信息

• Pop, Lidia; Pojar-Fenesan, Maria; Oprean, Ioan, Revue Roumaine de Chimie, 1993, vol. 38, # 4, p. 453 - 456
  作者：Pop, Lidia、Pojar-Fenesan, Maria、Oprean, Ioan

  DOI：——

  日期：——
• Abrams, Suzanne R.; Nucciarone, Donaato D.; Steck, Warren F., Canadian Journal of Chemistry, 1983, vol. 61, p. 1073 - 1076
  作者：Abrams, Suzanne R.、Nucciarone, Donaato D.、Steck, Warren F.

  DOI：——

  日期：——
• ABRAMS, S. R.;NUCCIARONE, D. D.;STECK, W. F., CAN. J. CHEM., 1983, 61, N 6, 1073-1076
  作者：ABRAMS, S. R.、NUCCIARONE, D. D.、STECK, W. F.

  DOI：——

  日期：——
• Sequential alkynylation of ω-bromoalkyl triflates: facile access to unsymmetrical non-conjugated diynes including precursors to diene pheromones
  作者：Rosemary J. Armstrong-Chong、Kristopher Matthews、J. Michael Chong

  DOI：10.1016/j.tet.2004.08.094

  日期：2004.11

  Sequential treatment of omega-bromoalkyl triflates with an alkynyllithium at 0 degreesC followed by addition of a second alkynyllithium and NaI and heating the reaction mixture provides a simple one-pot access to unsymmetrical diynes in good yields. These diynes may be transformed stereoselectively into diene pheromones such as (Z,Z)- and (E,Z)-3,13-octadecadienyl acetate. (C) 2004 Elsevier Ltd. All rights reserved.