9,11,13-十四碳三烯-1-醇,乙酸酯,(E,E)- | 139061-48-6

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 中文名称: 9,11,13-十四碳三烯-1-醇,乙酸酯,(E,E)-
• 英文名称: (E,E)-1-acetoxy-9,11,13-tetradecatriene
• 英文别名: (2E,4E)-14-acetoxytetradeca-1,3,5-triene；(e,e)-9,11,13-Tetradecatrienyl acetate；[(9E,11E)-tetradeca-9,11,13-trienyl] acetate
• CAS: 139061-48-6
• 化学式: C₁₆H₂₆O₂
• 分子量: 250.381
• InChiKey: WPJGJVIVVQDMIG-YTXTXJHMSA-N

物化性质

• 沸点：
  349.1±21.0 °C(Predicted)
• 密度：
  0.899±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  18
• 可旋转键数：
  12
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  9,11,13-十四碳三烯-1-醇,乙酸酯,(E,E)- 在 氢氧化钾 、 重铬酸吡啶 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 8.0h， 生成 (9E,11E)-9,11,13-tetradecatrienal
  参考文献：
  名称：

  Stereospecific Synthesis of (E,E)-9, 11, 13-Tetradecatrienyl Acetate and Aldehyde (Geometrical Isoers of the Major Components of Two Sex Pheromones of Lepidoptera)

  摘要：

  A stereospecific synthesis of (E,E)-9,11,13-tetradecatrienyl acetate and aldehyde is described. The key steps are two sequential palladium-catalyzed cross-coupling reactions between adequate organometalic reagents and the (E)-1,2-dibromethylene.

  DOI：

  10.1080/00397919108021587
• 作为产物：
  描述：

  8-溴-1-辛醇 在 4-二甲氨基吡啶 、 三甲基氯硅烷 、 1,1-二溴乙烷 、 potassium tert-butylate 、 三乙胺 、 sodium iodide 、 锌 作用下， 以 四氢呋喃 、 二氯甲烷 、 丙酮 为溶剂， 反应 20.5h， 生成 9,11,13-十四碳三烯-1-醇,乙酸酯,(E,E)-
  参考文献：
  名称：

  Palladium Catalyzed Cross-Coupling Reaction of Functional Organozinc Reagents with (2E,4E)- and (2E,4Z)-5-Bromopenta-2,4-dienals: Easy Access to Functional Conjugated Dienic Aldehydes

  摘要：

  Functional zinc reagents can be applied to palladium catalyzed cross-coupling reaction with (2E,4E)- and (2E,4Z)-5-bromopenta-2,4-dienal. The corresponding functional dienic aldehydes were obtained in goods yields. From the (2E,4E) isomer, the (2E,4E) dienals were isolated as single isomer according to a total stereoselective reaction. But, from the (2E,4Z) isomer the coupling reaction has lead to a mixture of (2E,4E) and (2E,4Z) isomers. A mechanism for the loss of stereoselectivity in the last case is proposed.

  DOI：

  10.1081/scc-120018769

文献信息

• PHEROMONE DISPENSER
  申请人：Harmsen Sven

  公开号：US20110266361A1

  公开（公告）日：2011-11-03

  The present invention relates to a pheromone dispenser, filled with pheromone or a pheromone-comprising liquid and comprising (a) a deep-drawn plastic film made of a thermoplastic film material and featuring at least one dish-shaped zone for receiving a pheromone, and a planar plastic film made of a thermoplastic film material and which is connected with the deep-drawn plastic film, the planar plastic film together with the at least one dish-shaped zone of the deep-drawn plastic film forming a durably sealed chamber which comprises the pheromone or the pheromone-comprising liquid, and (c) a recess in the zone of the interconnected plastic films, the planar plastic film being permeable to the pheromone. The invention also relates to a process for producing such a pheromone dispenser.
• Palladium Catalyzed Cross-Coupling Reaction of Functional Organozinc Reagents with (2<i>E</i>,4<i>E</i>)- and (2<i>E</i>,4<i>Z</i>)-5-Bromopenta-2,4-dienals: Easy Access to Functional Conjugated Dienic Aldehydes
  作者：Nicolas Vicart、Gérard-Simplice Saboukoulou、Yvan Ramondenc、Gérard Plé

  DOI：10.1081/scc-120018769

  日期：2003.1.5

  Functional zinc reagents can be applied to palladium catalyzed cross-coupling reaction with (2E,4E)- and (2E,4Z)-5-bromopenta-2,4-dienal. The corresponding functional dienic aldehydes were obtained in goods yields. From the (2E,4E) isomer, the (2E,4E) dienals were isolated as single isomer according to a total stereoselective reaction. But, from the (2E,4Z) isomer the coupling reaction has lead to a mixture of (2E,4E) and (2E,4Z) isomers. A mechanism for the loss of stereoselectivity in the last case is proposed.
• Stereospecific Synthesis of (E,E)-9, 11, 13-Tetradecatrienyl Acetate and Aldehyde (Geometrical Isoers of the Major Components of Two Sex Pheromones of Lepidoptera)
  作者：Frédérique Tellier

  DOI：10.1080/00397919108021587

  日期：1991.12

  A stereospecific synthesis of (E,E)-9,11,13-tetradecatrienyl acetate and aldehyde is described. The key steps are two sequential palladium-catalyzed cross-coupling reactions between adequate organometalic reagents and the (E)-1,2-dibromethylene.