1-terbutoxy-9-decyne | 121587-77-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-terbutoxy-9-decyne
• 英文别名: 10-[(2-Methylpropan-2-yl)oxy]dec-1-yne
• CAS: 121587-77-7
• 化学式: C₁₄H₂₆O
• 分子量: 210.36
• InChiKey: AAVIATGIMAWGQS-UHFFFAOYSA-N

物化性质

• 沸点：
  268.0±23.0 °C(Predicted)
• 密度：
  0.842±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  15
• 可旋转键数：
  9
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1-terbutoxy-9-decyne 在 四(三苯基膦)钯 、 三氯化铁 、 二异丁基氢化铝 、 zinc dibromide 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 反应 32.0h， 生成 9,11,13-十四碳三烯-1-醇,乙酸酯,(E,E)-
  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 正丁基锂 、 Amberlyst H-15 、 sodium iodide 作用下， 以 正己烷 、 丙酮 为溶剂， 反应 56.0h， 生成 1-terbutoxy-9-decyne
  参考文献：
  名称：

  Fluorinated Analogs of Ester Components of Red Bollworm Sex Pheromone

  摘要：

  Fluorinated analogs of the two geometrical isomers of the red bollworm moth sex pheromone were synthetized by palladium-catalyzed cross coupling reactions.

  DOI：

  10.1080/00397919108016761

文献信息

• Terminal Conjugated Trienal Acetal Compound and Method for Producing Terminal Conjugated Trienal Compound Using the Same
  申请人：Shin-Etsu Chemical Co., Ltd.

  公开号：US20170253548A1

  公开（公告）日：2017-09-07

  Provided are a terminal conjugated trienal acetal compound useful as an intermediate for producing a terminal conjugated trienal compound, and a method for producing a terminal conjugated trienal compound through deprotection of the terminal conjugated trienal acetal compound. More specifically, provided are a terminal conjugated trienal acetal compound represented by General Formula (1); a method for producing a (Z,E)-terminal conjugated trienal acetal compound, the method comprising the step of: reacting a phosphonium salt represented by General Formula (7) with (E)-2,4-pentadienal through Wittig reaction to obtain a (Z,E)-terminal conjugated trienal acetal compound represented by General Formula (3); and a method for producing a terminal conjugated trienal compound, the method comprising the step of: deprotecting the terminal conjugated trienal acetal compound represented by General Formula (1) to obtain a terminal conjugated trienal compound represented by General Formula (2).

  提供了一种末端共轭三烯基乙缩醛化合物，可用作制备末端共轭三烯基化合物的中间体，以及通过脱保护末端共轭三烯基乙缩醛化合物制备末端共轭三烯基化合物的方法。更具体地，提供了一种由通式（1）表示的末端共轭三烯基乙缩醛化合物；一种制备(Z,E)-末端共轭三烯基乙缩醛化合物的方法，该方法包括以下步骤：将由通式（7）表示的膦鹽盐与(E)-2,4-戊二烯醛通过威特格反应反应，得到由通式（3）表示的(Z,E)-末端共轭三烯基乙缩醛化合物；以及一种制备末端共轭三烯基化合物的方法，该方法包括以下步骤：脱保护由通式（1）表示的末端共轭三烯基乙缩醛化合物，得到由通式（2）表示的末端共轭三烯基化合物。
• TERMINAL CONJUGATED TRIENAL ACETAL COMPOUND AND METHOD FOR PRODUCING TERMINAL CONJUGATED TRIENAL COMPOUND USING THE SAME
  申请人：Shin-Etsu Chemical Co., Ltd.

  公开号：EP3214063A1

  公开（公告）日：2017-09-06

  Provided are a terminal conjugated trienal acetal compound useful as an intermediate for producing a terminal conjugated trienal compound, and a method for producing a terminal conjugated trienal compound through deprotection of the terminal conjugated trienal acetal compound. More specifically, provided are a terminal conjugated trienal acetal compound represented by General Formula (1) ; a method for producing a (Z,E)-terminal conjugated trienal acetal compound, the method comprising the step of: reacting a phosphonium salt represented by General Formula (7) with (E)-2,4-pentadienal through Wittig reaction to obtain a (Z,E)-tenminal conjugated trienal acetal compound represented by General Formula (3); and a method for producing a terminal conjugated trienal compound, the method comprising the step of: deprotecting the terminal conjugated trienal acetal compound represented by General Formula (1) to obtain a terminal conjugated trienal compound represented by General Formula (2).

  本发明提供了一种用作生产端基共轭三烯醛化合物中间体的端基共轭三烯醛缩醛化合物，以及一种通过对端基共轭三烯醛缩醛化合物进行脱保护来生产端基共轭三烯醛化合物的方法。更具体地说，提供了由通式（1）代表的末端共轭三烯醛缩醛化合物；生产(Z,E)-末端共轭三烯醛缩醛化合物的方法，该方法包括以下步骤：将通式(7)代表的鏻盐与(E)-2,4-戊二烯醛通过维蒂希反应，得到通式(3)代表的(Z,E)-末端共轭三烯醛缩醛化合物；以及一种生产末端共轭三烯醛化合物的方法，该方法包括以下步骤：对通式(1)代表的末端共轭三烯醛缩醛化合物进行脱保护，得到通式(2)代表的末端共轭三烯醛化合物。
• Stereospecific synthesis of (Z,E)-9,11,13-tetradecatrien-1-yl acetate and aldehyde sex pheromone components of stenoma cecropia and ectomyelois ceratoniae
  作者：Frédérique Tellier、Charles Descoins

  DOI：10.1016/0040-4039(90)80210-d

  日期：1990.1
• Sex pheromone ofStenoma cecropia Meyrick (Lepidoptera: Elachistidae)
  作者：Pierre Zagatti、Philippe Lucas、Philippe Genty、Sandra Arango、Christian Malosse、Frédérique Tellier

  DOI：10.1007/bf02027948

  日期：1996.6

  (Z,E)-9,11-tetradecadienal (Z9,E11-14: Ald; 11%), (Z,E)-9,11,13-tetradecatrienal (Z9,E11, 13-14:Ald; 67%), (Z,E)-9,11-tetradecadienyl acetate (Z9,E11-14:Ac, 5.5%), and (Z,E)-9,11, 13-tetradecatrienyl acetate (Z9,E11,13-14:Ac; 16.5%) were identified in the extracts of female pheromone glands of Stenoma cecropia (Lepidoptera: Elachistidae). From electroantennograms and single sensillum recordings, receptors to Z9,E 11,13-14:Ald and Z9,E11-14:Ald were found on male antenna. Behavioral data were obtained from olfactometric tests in the laboratory and field trapping experiments in Colombia. It appeared that a blend of Z9,E11,13-14:Ald (83%) and Z9,E11-14:Ald (17%) was attractive to males. These aldehydes are assumed to be components of the sex pheromone of S. cecropia, whereas the acetates found in gland extracts might be precursors of the pheromone.
• The hydroalumination of ω-terbutoxy alkynes an easy access to ω-hydroxy alkenyl iodides application to the synthesis of dienic insect pheromones
  作者：A. Alexakis、J.M. Duffault

  DOI：10.1016/s0040-4039(00)82315-1

  日期：1988.1