(6Z,9Z)-6,9-nonadecadiene | 95663-63-1

• 分子结构分类: 有机化合物 - 碳氢化合物 - 不饱和烃
• 英文名称: (6Z,9Z)-6,9-nonadecadiene
• 英文别名: (6Z,9Z)-6,9-Nonadecadien；(Z,Z)-6,9-nonadecadiene；6Z,9Z-Nonadecadiene；(6Z,9Z)-nonadeca-6,9-diene
• CAS: 95663-63-1
• 化学式: C₁₉H₃₆
• 分子量: 264.495
• InChiKey: CHDWJDUCMSJPPJ-OHNCOSGTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.9
• 重原子数：
  19
• 可旋转键数：
  14
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.79
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  (6Z,9Z)-6,9-nonadecadiene 在 间氯过氧苯甲酸 作用下， 生成 2-[(Z)-dodec-2-enyl]-3-pentyloxirane 、
  参考文献：
  名称：

  Sex attractants of geometrid and noctuid moths: Chemical characterization and field test of monoepoxides of 6,9-dienes and related compounds

  摘要：

  (Z,Z)-6,9-Dienes with straight C-18-C-23 chains were synthesized from linoleic acid, and a C-17 chain was synthesized by hydrogenation of the corresponding 6,9-diyne prepared from propargyl alcohol. Oxidation of the homoconjugated dienes with m-chloroperoxybenzoic acid yielded a 1:1 mixture of two monoepoxides that could be separated by repeated medium-pressure liquid chromatography with a Lobar column. The chemical structure of each positional isomer was confirmed by analyses of the ozonolysis products, and the isomers showed characteristic C-13 signals in their NMR spectra and fragment ions in their EI mass spectra. In addition to the (Z,Z,Z)-3,6,9-trienes with straight C-18-C-23 chains and their monoepoxides, field tests using single source lures incorporating one of the above seven dienes and 14 monoepoxymonoenes were carried out in a forest in Tokyo from 1992 to 1994. Consequently, attraction of six geometrid species and five noctuid species was observed for the first time.

  DOI：

  10.1007/bf02036719
• 作为产物：
  描述：

  亚油酸乙酯 在 9-borabicyclononane 、 二异丁基氢化铝 、 溶剂黄146 作用下， 以 正己烷 为溶剂， 反应 7.0h， 生成 (6Z,9Z)-6,9-nonadecadiene
  参考文献：
  名称：

  Bestmann, Hans Juergen; Roth, Kurt; Michaelis, Karl, Liebigs Annalen der Chemie, 1987, p. 417 - 422

  摘要：

  DOI：

文献信息

• C3-homologation. Synthesis of C19-skipped polyenic pheromones.
  作者：Jacques Viala、Pascal Munier、Maurice Santelli

  DOI：10.1016/s0040-4020(01)86399-7

  日期：1991.1

  Total synthesis of three sex pheromone components including an all-cis diene or triene unit are described. Starting from decanal, cis-Wittig reactions, by using C3 homologating agent 4 and convenient phosphonium salts, allowed us to built up all-cis skipped polyenic skeleton of the targets. These syntheses are shorter than those described in the literature and have been performed in better overall

  描述了包括全顺式二烯或三烯单元的三种性信息素组分的全合成。从海渠开始，顺式-Wittig反应，通过使用C3均化剂4和方便的phospho盐，可以使我们建立靶标的全顺式跳过的多烯骨架。这些合成比文献中描述的合成短，并且已从起始原料以更好的总产率进行。
• Pheromone 48. Eine neue synthese von (n,n+3)-alkadienen
  作者：Hans Jürgen Bestmann、Reinhard Dötzer、Javier Manero-Alvarez

  DOI：10.1016/s0040-4039(00)94907-4

  日期：1985.1
• Vig, Om P.; Kad, Goverdhan L.; Sharma, Madan L., Collection of Czechoslovak Chemical Communications, 1990, vol. 55, # 9, p. 2252 - 2256
  作者：Vig, Om P.、Kad, Goverdhan L.、Sharma, Madan L.、Dogra, Vijay、Sharma, Sanjiv、et al.

  DOI：——

  日期：——
• VIG, OM P.;KAD, GOVERDHAN L.;SHARMA, MADAN L.;DOGRA, VIJAY;SHARMA, SANJIV+, COLLECT. CZECHOSL. CHEM. COMMUN., 55,(1990) N, C. 2252-2256
  作者：VIG, OM P.、KAD, GOVERDHAN L.、SHARMA, MADAN L.、DOGRA, VIJAY、SHARMA, SANJIV+

  DOI：——

  日期：——