1-(四氢-2H-吡喃-2-基氧基)十八碳-3,13-二炔 | 71673-25-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧烷类
• 中文名称: 1-(四氢-2H-吡喃-2-基氧基)十八碳-3,13-二炔
• 英文名称: 1-tetrahydropyranyloxy-3,13-octadecadiyne
• 英文别名: 2-Octadeca-3,13-diynoxyoxane
• CAS: 71673-25-1
• 化学式: C₂₃H₃₈O₂
• 分子量: 346.554
• InChiKey: BOTGQZVOHJCGAU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.8
• 重原子数：
  25
• 可旋转键数：
  12
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 海关编码：
  2932999099

反应信息

• 作为反应物：
  描述：

  1-(四氢-2H-吡喃-2-基氧基)十八碳-3,13-二炔 在 4-甲基苯磺酸吡啶 作用下， 以 乙醚 为溶剂， 反应 4.0h， 以99%的产率得到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
• 作为产物：
  描述：

  8-溴-1-辛醇 在 吡啶 、 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 、 二氯甲烷 为溶剂， 反应 3.25h， 生成 1-(四氢-2H-吡喃-2-基氧基)十八碳-3,13-二炔
  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

• 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：——
• 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.