1,9-Decadien-5-in | 66341-49-9

• 分子结构分类: 有机化合物 - 碳氢化合物 - 不饱和烃
• 英文名称: 1,9-Decadien-5-in
• 英文别名: 1,9-decadiene-5-yne；Deca-1,9-dien-5-yne
• CAS: 66341-49-9
• 化学式: C₁₀H₁₄
• 分子量: 134.221
• InChiKey: RCTBSNOGDCORSP-UHFFFAOYSA-N

物化性质

• 沸点：
  65 °C(Press: 15 Torr)
• 密度：
  0.803±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  10
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.4
• 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：

  1,9-Decadien-5-in 反应 3.0h， 以99%的产率得到4,5-dimethylene-1,7-octadiene
  参考文献：
  名称：

  Thermische umlagerungen-XV。1,9-癸二烯-5-合和6-庚-2-合-1-基乙酰胺的热异构体

  摘要：

  描述了提供2,3-二取代的1,3-丁二烯的两个新颖的热重排：1,9-癸二烯-5-炔（3）异构化为4,5-双亚甲基-1,7-辛二烯（5）和1-乙酰氧基-6-庚-2-炔（10）变成2-乙酰氧基-3-烯丙基-1,3-丁二烯（12）。

  DOI：

  10.1016/s0040-4039(00)98289-3
• 作为产物：
  描述：

  1,4-二氯-2-丁炔 、 烯丙基溴化镁 以 四氢呋喃 为溶剂， 以49%的产率得到1,9-Decadien-5-in
  参考文献：
  名称：

  Thermische umlagerungen-XV。1,9-癸二烯-5-合和6-庚-2-合-1-基乙酰胺的热异构体

  摘要：

  描述了提供2,3-二取代的1,3-丁二烯的两个新颖的热重排：1,9-癸二烯-5-炔（3）异构化为4,5-双亚甲基-1,7-辛二烯（5）和1-乙酰氧基-6-庚-2-炔（10）变成2-乙酰氧基-3-烯丙基-1,3-丁二烯（12）。

  DOI：

  10.1016/s0040-4039(00)98289-3

文献信息

• Asymmetric Dearomatization of Indole by Palladium/PC‐Phos‐Catalyzed Dynamic Kinetic Transformation
  作者：Haoke Chu、Jie Cheng、Junfeng Yang、Yin‐Long Guo、Junliang Zhang

  DOI：10.1002/anie.202010164

  日期：2020.12

  A palladium‐catalyzed intermolecular dynamic kinetic asymmetric dearomatization of 3‐arylindoles with internal alkynes was developed with the use of achiral Xantphos and chiral sulfinamide phosphine ligand (PC‐Phos) as the co‐ligands. This method could deliver various spiro[indene‐1,3′‐indole] compounds in good yields (up to 95 % yield) with up to 98 % ee. The salient features of the transformation

  使用非手性Xantphos和手性亚磺酰胺膦配体（PC-Phos）作为共配体，开发了具有内部炔烃的钯催化的3-芳基吲哚的分子间动态动力学不对称脱芳香化反应。这种方法可以以高达98％ee的高收率（高达95％的收率）提供各种螺[indene-1,3'-吲哚]化合物 。改造的显着特征包括易于使用的基材的使用，易于扩大规模和产品的多功能功能。机理实验对活性中间体给出了一些见识。
• Total synthesis of 27-hydroxy-bullatacin and its C-15 epimer, and studies on their inhibitory effect on bovine heart mitochondrial complex I functions
  作者：Zhiyong Chen、Subhash C. Sinha

  DOI：10.1016/j.tet.2007.11.089

  日期：2008.2

  The total synthesis of 27-hydroxybullatacin and its C-15 epimer has been achieved using rhenium(VII) oxides-mediated and Co(modp)(2)-catalyzed oxidative cyclization (OC), diastereoselective alkynylation, Brown's enantioselective allylboration, and Grubbs' cross metathesis as the key reactions. The inhibitory effect of these compounds on the complex I function, as determined by using bovine submitochondrial particles, was in low nanomolar range. (C) 2007 Elsevier Ltd. All rights reserved.
• Synthesis of 10 stereochemically distinct bis-tetrahydrofuran intermediates for creating a library of 64 asimicin stereoisomers
  作者：Zhiyong Chen、Subhash C. Sinha

  DOI：10.1016/j.tetlet.2009.08.082

  日期：2009.11

  Stereoselective synthesis of 10 unique bifunctional stereoisomeric adjacent bis-THF intermediates (R = Bz), including 5.1-5.4, 5.7-5.9, 5.11, and 5.15-5.16, of 16 possible compounds, is described. The key steps used in the synthesis of these compounds included the rhenium(VII) oxide-mediated and the Co(modP)(2)-catalyzed trans oxidative cyclizations (OCs), the OsO4-catalyzed cis OC, and the Williamson's type etherification reactions. The remaining six bis-THF intermediates (R = Bn) can be prepared from 5.7-5.9, 5.11, and 5.15-5.16 (R = Bz) in two steps, including protection of the free alcohol as benzyl ether followed by the benzoate deprotection. These intermediates should provide access to all 64 asimicin stereoisomers; and their analogs. (C) 2009 Published by Elsevier Ltd.
• HOPF, H.;KIRSCH, R., TETRAHEDRON LETT., 1985, 26, N 28, 3327-3330
  作者：HOPF, H.、KIRSCH, R.

  DOI：——

  日期：——