诱虫烯 | 35857-62-6

• 分子结构分类: 有机化合物 - 碳氢化合物 - 不饱和烃
• 中文名称: 诱虫烯
• 中文别名: 反式-9-二十三碳烯
• 英文名称: trans-9-tricosene
• 英文别名: (E)-tricos-9-ene；(E)-9-tricosene；tricos-9t-ene；trans-tricos-9-ene；9-Tricosene
• CAS: 35857-62-6
• 化学式: C₂₃H₄₆
• 分子量: 322.618
• InChiKey: IGOWHGRNPLFNDJ-HTXNQAPBSA-N

物化性质

• 沸点：
  399.4±9.0 °C(Predicted)
• 密度：
  0.802±0.06 g/cm3(Predicted)
• LogP：
  12.016 (est)

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

• 作为反应物：
  描述：

  诱虫烯 、 二甲基二硫 、 碘 生成 9,10-bis(methylsulfanyl)tricosane
  参考文献：
  名称：

  CARLSON, DAVID A.;ROAN, CHIN-SHYAN;YOST, RICHARD A.;HECTOR, JULIO, ANAL. CHEM., 61,(1989) N4, C. 1564-1571

  摘要：

  DOI：
• 作为产物：
  描述：

  1-十一烯 在 copper(l) iodide 作用下， 生成 诱虫烯
  参考文献：
  名称：

  一种新的立体选择性合成（Z）-9-三二十碳烯的普通家蝇的性引诱剂

  摘要：

  尽管发现很难准确地评估（Z / E）比率，但通过速变反应以高度顺式选择性的方式非常容易地制备了“ Muscalure”（9-三苯甲基）。

  DOI：

  10.1016/s0040-4039(01)80803-0

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.
• The Synthesis of Long Chain Dialkylalkynes, Dialkyldiynes and Their Hydrogenation to Monoenes and Dienes
  作者：I. G. Fisher、J. H. P. Tyman

  DOI：10.1080/00397919808006830

  日期：1998.4

  Long methylenic chain dialkylalkynes have been synthesised in high yield by an improved procedure. The methodology has been extended to nonconjugated diynes. Catalytic hydrogenation with a poisoned palladium catalyst affords cis-monoenes and cis,cis-dienes respectively. An improved synthesis of cis-9-tricosene is described.
• Opposite Stereochemical Effects Exerted by CeCl3 and TiCl4 on the Lewis Acid Mediated Reduction of α-Alkyl-β-ketophosphine Oxides with Metallic Hydrides: A Highly Stereoselective Protocol for the Synthesis of syn and anti α-alkyl-β-Hydroxyphosphine Oxides
  作者：Giuseppe Bartoli、Marcella Bosco、Letizia Sambri、Renato Dalpozzo、Enrico Marcantoni

  DOI：10.1002/chem.19970031209

  日期：1997.12

  AbstractA general, highly efficient methodology for obtaining both syn and anti β‐hydroxyphosphine oxides by reduction of the corresponding β‐ketophosphine oxides is described. The nature of the Lewis acid was found to be pivotal in determining the outcome of these reactions. Strongly chelating TiCl4 led to the anti isomer in high diastereoisomeric excess in noncoordinating solvents (CH2Cl2) at ‐78°C with BH3/py as reducing agent, while nonchelating CeCl3 gave a high excess of the syn isomer in coordinating solvents (THF) at the same temperature with LiBH4 as reducing agent. In the latter case, CeCl3 is essential in achieving high yields and stereoselectivity, since it allows the reaction to be performed at low temperatures. Otherwise, higher temperatures (0°C) are required, which lower both yields and selectivities. Moreover, each step of the protocol for the synthesis of stereodefined disubstituted olefins from alkylphosphine oxides (Warren's modification of the Horner procedure) has been optimized, and the optimized procedure has been applied to the synthesis of muscalure, the pheromone of the domestic fly.
• Regioselection in the alkylation of trimethylsilylallyl anion - stereoselective synthesis of disubstituted alkenes
  作者：K. Koumaglo、T.H. Chan

  DOI：10.1016/s0040-4039(01)80008-3

  日期：1984.1
• Fiandanese, Vito; Marchese, Giuseppe; Naso, Francesco, Journal of the Chemical Society. Perkin transactions I, 1985, p. 1115 - 1120
  作者：Fiandanese, Vito、Marchese, Giuseppe、Naso, Francesco、Ronzini, Ludovico

  DOI：——

  日期：——