(Z)-9-pentacosene | 51865-00-0

• 分子结构分类: 有机化合物 - 碳氢化合物 - 不饱和烃
• 英文名称: (Z)-9-pentacosene
• 英文别名: (Z)-9-Tetracosen；9Z-Pentacosene；(Z)-pentacos-9-ene
• CAS: 51865-00-0
• 化学式: C₂₅H₅₀
• 分子量: 350.672
• InChiKey: YJTCMKZGFBOKQS-ZPHPHTNESA-N

物化性质

• 沸点：
  427.8±12.0 °C(Predicted)
• 密度：
  0.806±0.06 g/cm3(Predicted)
• 溶解度：
  DMF：20mg/mL； DMSO：20mg/mL；乙醇：20mg/mL
• 保留指数：
  2470

计算性质

• 辛醇/水分配系数(LogP)：
  12.8
• 重原子数：
  25
• 可旋转键数：
  21
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为产物：
  描述：

  溴代十五烷 在 palladium on barium sulfate 喹啉 、 正丁基锂 、 氢气 作用下， 以 四氢呋喃 、 六甲基磷酰三胺 、 正己烷 为溶剂， -20.0~20.0 ℃ 、101.33 kPa 条件下， 反应 16.0h， 生成 (Z)-9-pentacosene
  参考文献：
  名称：

  Synthesis of the Four Stereoisomers of 3,12-Dimethylheptacosane, (Z)-9-Pentacosene and (Z)-9-Heptacosene, the Cuticular Hydrocarbons of the Ant,Diacammasp.

  摘要：

  所有四种立体异构体3,12-二甲基庚二十烷均由香茅醛的对映体合成。此外，还合成了（Z）-9-庚二十五烯和（Z）-9-庚二十七烯。这些烃是蚂蚁女王Diacamma sp.表皮烃的特征成分。

  DOI：

  10.1271/bbb.66.1032

文献信息

• ——
  作者：Falko P. Drijfhout、Astrid T. Groot

  DOI：10.1023/a:1010311928256

  日期：——

  Males of the green capsid bug, Lygocoris pabulinus, exhibit a specific courtship behavior, i.e., a vibration of the abdomen. When both live and dead females were offered to males, this vibration behavior was elicited in most of the males tested. When females were dissected into separate body parts, heads, wings, and legs elicited equal responses, while thorax plus abdomen elicited a much lower response. When separate body parts were extracted, the leg extracts elicited significantly stronger responses than any other extract. This suggests that female L pabulinus legs are either the source of a close-range sex pheromone or that pheromone is accumulated on the legs due to grooming behavior. The leg extracts contained several hydrocarbons such as n-alkenes, n-alkanes, and some methylalkanes. Female extracts contained more (Z)-9-pentacosene and male extracts contained more (Z)-9-heptacosene. Substrates on which females had walked elicited similar responses as female legs, indicating that the pheromone is deposited on the substrate. This enlarges the functional range of low-volatility compounds, which are thought to function only when sexes are in close vicinity or in contact.
• POP, LIDIA;KREMPELS, H.;HODOSAN, F., REV. ROUM. CHIM., 33,(1988) N 6, C. 635-637
  作者：POP, LIDIA、KREMPELS, H.、HODOSAN, F.

  DOI：——

  日期：——
• Synthesis of the Four Stereoisomers of 3,12-Dimethylheptacosane, (<i>Z</i>)-9-Pentacosene and (<i>Z</i>)-9-Heptacosene, the Cuticular Hydrocarbons of the Ant,<i>Diacamma</i>sp.
  作者：Yui MASUDA、Kenji MORI

  DOI：10.1271/bbb.66.1032

  日期：2002.1

  All of the four stereoisomers of 3,12-dimethylheptacosane were synthesized from the enantiomers of citronellal. (Z)-9-Pentacosene and (Z)-9-heptacosene were also synthesized. These hydrocarbons are the characteristic components of the cuticular hydrocarbons of the queen of the ant, Diacamma sp.

  所有四种立体异构体3,12-二甲基庚二十烷均由香茅醛的对映体合成。此外，还合成了（Z）-9-庚二十五烯和（Z）-9-庚二十七烯。这些烃是蚂蚁女王Diacamma sp.表皮烃的特征成分。