(2R)-(Z)-4-Hepten-2-ol | 124753-74-8

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (2R)-(Z)-4-Hepten-2-ol
• 英文别名: (Z,2R)-hept-4-en-2-ol
• CAS: 124753-74-8
• 化学式: C₇H₁₄O
• 分子量: 114.188
• InChiKey: KZUFTCBJDQXWOJ-IQXGSHKSSA-N

物化性质

• 沸点：
  159.8±9.0 °C(Predicted)
• 密度：
  0.842±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  8
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.71
• 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：

  乙酰氯 、 (2R)-(Z)-4-Hepten-2-ol 生成 [(Z,2R)-hept-4-en-2-yl] acetate
  参考文献：
  名称：

  SCHUBERT, VERA;DIENER, RENATE;MOSANDL, ARMIN, Z. NATURFORSCH. C, 46,(1991) N-2, C. 33-36

  摘要：

  DOI：
• 作为产物：
  描述：

  (R)-pent-4-yn-2-ol 在 P-2 nickel 咪唑 、 lithium amide 、 氢氟酸 、 氨 、 氢气 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 1.0h， 生成 (2R)-(Z)-4-Hepten-2-ol
  参考文献：
  名称：

  Identification of a novel moth sex pheromone inEriocrania cicatricella (Zett.) (Lepidoptera: Eriocraniidae) and its phylogenetic implications

  摘要：

  Extracts from different body parts of adult female Eriocrania cicatricella (Zett.) were tested for electrophysiological activity on conspecific male antennae. Extracts from the Vth abdominal segment, containing a pair of exocrine glands, elicited the largest electroantennographic response when compared to extracts of other body parts. Female extracts were analyzed by gas chromatography with simultaneous flame ionization and electroantennographic detection (EAD). The EAD active peaks were identified as (Z)-4-hepten-2-one, (2R)-heptane-2-ol, and (2R)-(Z)-4-hepten-2-ol by coinjection on a gas chromatography and by comparison of mass spectra with those of synthetic standards. In field tests, a blend of these three pheromone components was highly attractive to conspecific males, and a subtractive assay confirmed that the unsaturated alcohol is the major pheromone component, whereas no definite behavioral activity could be assigned to the ketone or the saturated alcohol. A bait containing the two alcohols with S-configuration was attractive to male E. sparrmannella (Bosc), whereas no males of E. cicatricella were found in these traps. The sex pheromone compounds in E. cicatricella are chemically similar to pheromones reported in Trichoptera and they are produced in homologous glands.

  DOI：

  10.1007/bf02033660

文献信息

• SCHUBERT, VERA;DIENER, RENATE;MOSANDL, ARMIN, Z. NATURFORSCH. C, 46,(1991) N-2, C. 33-36
  作者：SCHUBERT, VERA、DIENER, RENATE、MOSANDL, ARMIN

  DOI：——

  日期：——
• Identification of a novel moth sex pheromone inEriocrania cicatricella (Zett.) (Lepidoptera: Eriocraniidae) and its phylogenetic implications
  作者：Junwei Zhu、Mikhail V. Kozlov、Peter Philipp、Wittko Francke、Christer Löfstedt

  DOI：10.1007/bf02033660

  日期：1995.1

  Extracts from different body parts of adult female Eriocrania cicatricella (Zett.) were tested for electrophysiological activity on conspecific male antennae. Extracts from the Vth abdominal segment, containing a pair of exocrine glands, elicited the largest electroantennographic response when compared to extracts of other body parts. Female extracts were analyzed by gas chromatography with simultaneous flame ionization and electroantennographic detection (EAD). The EAD active peaks were identified as (Z)-4-hepten-2-one, (2R)-heptane-2-ol, and (2R)-(Z)-4-hepten-2-ol by coinjection on a gas chromatography and by comparison of mass spectra with those of synthetic standards. In field tests, a blend of these three pheromone components was highly attractive to conspecific males, and a subtractive assay confirmed that the unsaturated alcohol is the major pheromone component, whereas no definite behavioral activity could be assigned to the ketone or the saturated alcohol. A bait containing the two alcohols with S-configuration was attractive to male E. sparrmannella (Bosc), whereas no males of E. cicatricella were found in these traps. The sex pheromone compounds in E. cicatricella are chemically similar to pheromones reported in Trichoptera and they are produced in homologous glands.