(E)-tricos-11-ene

• 分子结构分类: 有机化合物 - 碳氢化合物 - 不饱和烃
• 英文名称: (E)-tricos-11-ene
• 英文别名: 11-Tricosene
• 化学式: C₂₃H₄₆
• 分子量: 322.618
• InChiKey: RIERBYNHXFKVQP-XTQSDGFTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  11.7
• 重原子数：
  23
• 可旋转键数：
  19
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.91
• 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：

  十一烷醇 在 正丁基锂 、 草酰氯 、 二甲基亚砜 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 0.25h， 生成 (Z)-tricos-11-ene 、 (E)-tricos-11-ene
  参考文献：
  名称：

  Identification and Synthesis of the Male-Produced Sex Pheromone of the Soldier BeetleChauliognathus fallax(Coleoptera: Cantharidae)

  摘要：

  Chauliognathus fallax Germar 1824 (Coleoptera: Cantharidae) occurs in North and South America and Australia. Gas chromatographic (GC) analyses of volatiles released by adults showed the presence of a male specific compound. GC coupled with electroantennographic detection (GC-EAD) showed that this compound is exclusively bioactive on female antennae, suggesting it to be a sex pheromone. GC coupled with mass spectrometry (GC-MS) and Fourier transform infrared spectroscopy (GC-FTIR), as well as dimethyl disulfide (DMDS) derivatization and hydrogenation, suggested the target compound to be (Z)-tricos-11-ene. Unambiguous structural proof was achieved by independent synthesis, whereas the biological significance of the compound as a sex pheromone was confirmed by field bioassays.

  DOI：

  10.5935/0103-5053.20160199

文献信息

• Identification and Synthesis of the Male-Produced Sex Pheromone of the Soldier Beetle<i>Chauliognathus fallax</i>(Coleoptera: Cantharidae)
  作者：Diogo M. Vidal、Carla F. Fávaro、Matheus M. Guimarães、Paulo H. G. Zarbin

  DOI：10.5935/0103-5053.20160199

  日期：——

  Chauliognathus fallax Germar 1824 (Coleoptera: Cantharidae) occurs in North and South America and Australia. Gas chromatographic (GC) analyses of volatiles released by adults showed the presence of a male specific compound. GC coupled with electroantennographic detection (GC-EAD) showed that this compound is exclusively bioactive on female antennae, suggesting it to be a sex pheromone. GC coupled with mass spectrometry (GC-MS) and Fourier transform infrared spectroscopy (GC-FTIR), as well as dimethyl disulfide (DMDS) derivatization and hydrogenation, suggested the target compound to be (Z)-tricos-11-ene. Unambiguous structural proof was achieved by independent synthesis, whereas the biological significance of the compound as a sex pheromone was confirmed by field bioassays.

表征谱图