non-6E-en-2-ol | 57238-61-6

• 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: non-6E-en-2-ol
• 英文别名: rac. (E)-6-Nonen-2-ol；6-Nonen-2-ol；non-6t-en-2-ol；(E)-non-6-en-2-ol
• CAS: 57238-61-6
• 化学式: C₉H₁₈O
• 分子量: 142.241
• InChiKey: QDFDXJMZVKJYKY-SNAWJCMRSA-N

物化性质

• 沸点：
  206.2±19.0 °C(Predicted)
• 密度：
  0.843±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  10
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.78
• 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：

  non-6E-en-2-ol 在 重铬酸吡啶 、 4 A molecular sieve 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 以72%的产率得到E-6-nonen-2-one
  参考文献：
  名称：

  Pheromone specificity inEriocrania semipurpurella (Stephens) andE. sangii (Wood) (Lepidoptera: Eriocraniidae) based on chirality of semiochemicals

  摘要：

  The fifth abdominal segment of female Eriocrania semipurpurella (Stephens) and E. sangii (Wood) contains a pair of exocrine glands. Hexane extracts of this segment were prepared from both species and analyzed by gas chromatography with simultaneous flame ionization and electroantennographic detection (EAD). For both species, the EAD active peaks were identified as nonan-2-one, (Z)-6-nonen-2-one, and (Z)-6-nonen-2-ol by means of mass spectrometry and comparison of retention indices with those of synthetic standards. Enantiomeric separation of chiral alcohols from the female extracts was achieved by gas chromatographic analysis on a cyclodextrin column. In E. semipurpurella, a mixture of (2S,6Z)-nonen-2-ol and (2R,6Z)-nonen-2-ol (2:1) was found, whereas in E. sangii (2S,6Z)-nonen-2-ol was the predominant enantiomer and only traces of the R enantiomer were indicated by the antennal response. In held tests, a blend of the three compounds was not attractive to conspecific males. A subtractive assay showed that the alcohol in various enantiomeric mixtures was the only attractive compound, whereas addition of (Z)-6-nonen-2-one to the alcohol completely inhibited the attraction of both species. A trapping experiment including a wide range of ratios between the R and S enantiomers showed that baits containing 95-100% of the S enantiomer were attractive to male E. sangii, whereas males of E. semipurpurella were attracted to all tested ratios of the enantiomers. However, the response profiles of male E. semipurpurella differed between populations from southern Sweden, south Finland, and the Kola Peninsula in Russia. In south Sweden males were maximally attracted to a racemic mixture of the alcohols. At the Kola Peninsula E. semipurpurella was attracted to baits containing 95-100% of the R enantiomer. In south Finland all tested ratios between 0 and 100% R enantiomer trapped E. semipurpurella, but the trap catches appeared to be bimodally distributed with peaks around 15 and 70% R enantiomer. The trapping results suggest the existence of pheromone races or sibling species among the specimens identified as E. semipurpurella.

  DOI：

  10.1007/bf02033647
• 作为产物：
  描述：

  反式-3-己烯-1-醇 在 copper(l) iodide 、 溴 、 magnesium 、 三苯基膦 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 0.5h， 生成 non-6E-en-2-ol
  参考文献：
  名称：

  Pheromone specificity inEriocrania semipurpurella (Stephens) andE. sangii (Wood) (Lepidoptera: Eriocraniidae) based on chirality of semiochemicals

  摘要：

  The fifth abdominal segment of female Eriocrania semipurpurella (Stephens) and E. sangii (Wood) contains a pair of exocrine glands. Hexane extracts of this segment were prepared from both species and analyzed by gas chromatography with simultaneous flame ionization and electroantennographic detection (EAD). For both species, the EAD active peaks were identified as nonan-2-one, (Z)-6-nonen-2-one, and (Z)-6-nonen-2-ol by means of mass spectrometry and comparison of retention indices with those of synthetic standards. Enantiomeric separation of chiral alcohols from the female extracts was achieved by gas chromatographic analysis on a cyclodextrin column. In E. semipurpurella, a mixture of (2S,6Z)-nonen-2-ol and (2R,6Z)-nonen-2-ol (2:1) was found, whereas in E. sangii (2S,6Z)-nonen-2-ol was the predominant enantiomer and only traces of the R enantiomer were indicated by the antennal response. In held tests, a blend of the three compounds was not attractive to conspecific males. A subtractive assay showed that the alcohol in various enantiomeric mixtures was the only attractive compound, whereas addition of (Z)-6-nonen-2-one to the alcohol completely inhibited the attraction of both species. A trapping experiment including a wide range of ratios between the R and S enantiomers showed that baits containing 95-100% of the S enantiomer were attractive to male E. sangii, whereas males of E. semipurpurella were attracted to all tested ratios of the enantiomers. However, the response profiles of male E. semipurpurella differed between populations from southern Sweden, south Finland, and the Kola Peninsula in Russia. In south Sweden males were maximally attracted to a racemic mixture of the alcohols. At the Kola Peninsula E. semipurpurella was attracted to baits containing 95-100% of the R enantiomer. In south Finland all tested ratios between 0 and 100% R enantiomer trapped E. semipurpurella, but the trap catches appeared to be bimodally distributed with peaks around 15 and 70% R enantiomer. The trapping results suggest the existence of pheromone races or sibling species among the specimens identified as E. semipurpurella.

  DOI：

  10.1007/bf02033647

文献信息

• Coating compositions for use in golf balls
  申请人：Hogge F. Matthew

  公开号：US20060089419A1

  公开（公告）日：2006-04-27

  A golf ball comprising a core, a cover encasing the core, at least one coating layer encasing the cover, and at least one indicia layer immediate adjacent to the coating layer is provided. At least one of the indicia and coating layers comprises at least one two-part, reactive composition comprising at least one radiation-curable iso(thio)cyanate and at least one isocyanate-reactive chemical.

  一种高尔夫球包括一个球芯、一个包裹球芯的盖子、至少一个包裹盖子的涂层和至少一个紧邻涂层的指示层。指示层和涂层中至少有一层包含至少一种双组分反应性组合物，该组合物由至少一种辐射固化异（硫）氰酸酯和至少一种异氰酸酯反应性化学品组成。
• Electroorganic chemistry. 31. Reductive cyclization of nonconjugated olefinic ketones to cyclic tertiary alcohols
  作者：Tatsuya Shono、Ikuzo Nishiguchi、Hiroshi Ohmizu、Michiharu Mitani

  DOI：10.1021/ja00470a031

  日期：1978.1
• Insect pheromones and their analogs. VII. Synthesis of the sex pheromone of the fruit flyCeratitis capitata
  作者：G. A. Tolstikov、V. N. Odinokov、G. Yu. Ishmuratov、R. I. Galeeva、G. G. Balezina

  DOI：10.1007/bf00579430

  日期：1982.11
• US7247697B2
  申请人：——

  公开号：US7247697B2

  公开（公告）日：2007-07-24
• Pheromone specificity inEriocrania semipurpurella (Stephens) andE. sangii (Wood) (Lepidoptera: Eriocraniidae) based on chirality of semiochemicals
  作者：Michail V. Kozlov、Junwei Zhu、Peter Philipp、Wittko Francke、Elena L. Zvereva、Bill S. Hansson、Christer Löfstedt

  DOI：10.1007/bf02033647

  日期：1996.3

  The fifth abdominal segment of female Eriocrania semipurpurella (Stephens) and E. sangii (Wood) contains a pair of exocrine glands. Hexane extracts of this segment were prepared from both species and analyzed by gas chromatography with simultaneous flame ionization and electroantennographic detection (EAD). For both species, the EAD active peaks were identified as nonan-2-one, (Z)-6-nonen-2-one, and (Z)-6-nonen-2-ol by means of mass spectrometry and comparison of retention indices with those of synthetic standards. Enantiomeric separation of chiral alcohols from the female extracts was achieved by gas chromatographic analysis on a cyclodextrin column. In E. semipurpurella, a mixture of (2S,6Z)-nonen-2-ol and (2R,6Z)-nonen-2-ol (2:1) was found, whereas in E. sangii (2S,6Z)-nonen-2-ol was the predominant enantiomer and only traces of the R enantiomer were indicated by the antennal response. In held tests, a blend of the three compounds was not attractive to conspecific males. A subtractive assay showed that the alcohol in various enantiomeric mixtures was the only attractive compound, whereas addition of (Z)-6-nonen-2-one to the alcohol completely inhibited the attraction of both species. A trapping experiment including a wide range of ratios between the R and S enantiomers showed that baits containing 95-100% of the S enantiomer were attractive to male E. sangii, whereas males of E. semipurpurella were attracted to all tested ratios of the enantiomers. However, the response profiles of male E. semipurpurella differed between populations from southern Sweden, south Finland, and the Kola Peninsula in Russia. In south Sweden males were maximally attracted to a racemic mixture of the alcohols. At the Kola Peninsula E. semipurpurella was attracted to baits containing 95-100% of the R enantiomer. In south Finland all tested ratios between 0 and 100% R enantiomer trapped E. semipurpurella, but the trap catches appeared to be bimodally distributed with peaks around 15 and 70% R enantiomer. The trapping results suggest the existence of pheromone races or sibling species among the specimens identified as E. semipurpurella.