5-十八碳炔-1-醇 | 676-43-7

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 中文名称: 5-十八碳炔-1-醇
• 英文名称: 5-octadecyn-1-ol
• 英文别名: octadec-5-yn-1-ol；Octadec-5-in-1-ol.；Octadec-5-in-1-ol；5-Octadecinol
• CAS: 676-43-7
• 化学式: C₁₈H₃₄O
• 分子量: 266.467
• InChiKey: JTOAAQPKQNTWHJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.2
• 重原子数：
  19
• 可旋转键数：
  13
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.89
• 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：

  5-十八碳炔-1-醇 在 铬酸 作用下， 以 丙酮 为溶剂， 生成 octadeca-5-ynoic acid
  参考文献：
  名称：

  164.长链酸的合成。第六部分 乙炔酸和顺式，顺式-docosa-5,13-二烯酸

  摘要：

  DOI：

  10.1039/jr9650000894
• 作为产物：
  描述：

  Methyl-5-octadecynoat 在 lithium aluminium tetrahydride 作用下， 生成 5-十八碳炔-1-醇
  参考文献：
  名称：

  Metalation reactions. III. Metalation of octadecynols and octadecynyl methyl ethers

  摘要：

  DOI：

  10.1021/jo01264a044

文献信息

• Selective reduction of alkynes to (Z)-alkenes via niobium- or tantalum-alkyne complexes
  作者：Yasutaka Kataoka、Kazuhiko Takai、Koichiro Oshima、Kiitiro Utimoto

  DOI：10.1021/jo00031a057

  日期：1992.2
• ——
  作者：Gerhard Gries、Paul W. Schaefer、Grigori Khaskin、Roger Hahn、Regine Gries、Jung-Tai Chao

  DOI：10.1023/a:1020830309624

  日期：——

  cis-7,8-Epoxy-2-methyleicosane is a sex pheromone component of the Casuarina moth, Lymantria xylina Swinhoe. The compound was extracted from pheromone glands of female moths and was identified by coupled gas chromatographic-electroantennographic detection (GC-EAD) and GC-mass spectrometry. In field experiments in Taiwan, traps baited with either or both of (7R,8S)-cis-7,8-epoxy-2-methyleicosane (>99% eel [termed here (+)-xylinalure] and (7S,8R)-cis-7,8-epoxy-2-methyleicosane (>99% eel [termed here (-)-xylinalure] captured male L. xylina. Addition of further candidate pheromone components to xylinalure did not enhance its attractiveness. Demonstration of whether or not female L. xylina produce both optical isomers of xylinalure, and determination of the ratio, will require pheromone extract analyses on a chiral, enantiomer-separating column (as yet unavailable) or derivatization of epoxides in accumulated gland extracts. Attraction of male L. xylina to either enantiomer of xylinalure contrasts with enantiospecific production of, and/or response to, epoxy pheromones in congeners. With no other nocturnal lymantriid moth known in Taiwan to utilize xylinalure for pheromonal communication, enantiospecific "fine tuning" of xylinalure, or evolution of a more complex pheromone blend, may not have been necessary for L. xylina to maintain specificity of sexual communication. Racemic xylinalure will be appropriate for pheromone-based detection surveys of L, xylina in North America.
• US4440940A
  申请人：——

  公开号：US4440940A

  公开（公告）日：1984-04-03
• 164. Syntheses of long-chain acids. Part VI. Acetylenic acids and cis,cis-docosa-5,13-dienoic acid
  作者：D. E. Ames、A. N. Covell、T. G. Goodburn

  DOI：10.1039/jr9650000894

  日期：——
• Metalation reactions. III. Metalation of octadecynols and octadecynyl methyl ethers
  作者：Joseph Klein、E. Gurfinkel

  DOI：10.1021/jo01264a044

  日期：1969.12