4-butyl-1-methyl-undeca-2,3-dien-5-yne

• 分子结构分类: 有机化合物 - 碳氢化合物 - 不饱和烃
• 英文名称: 4-butyl-1-methyl-undeca-2,3-dien-5-yne
• 化学式: C₁₆H₂₆
• 分子量: 218.382
• InChiKey: VEKPDDSUXNSWOP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.5
• 重原子数：
  16
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.69
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为产物：
  描述：

  2-methyl-3-octyn-2-ol 在 copper(l) iodide 、 四(三苯基膦)钯 4-二甲氨基吡啶 、 三乙胺 、 二异丙胺 、 zinc(II) chloride 作用下， 以 四氢呋喃 为溶剂， 反应 17.0h， 生成 4-butyl-1-methyl-undeca-2,3-dien-5-yne
  参考文献：
  名称：

  Palladium-Catalyzed Regioselective Coupling of Propargylic Substrates with Terminal Alkynes. Application to the Synthesis of 1,2-Dien-4-ynes

  摘要：

  The palladium-catalyzed reaction of propargyl halides, tosylates and acetates with terminal alkynes is reported. The best yields are obtained from propargyl chlorides and 1-alkynes (i) in the presence of 2 equiv. of amine (triethylamine, diisopropylamine) in benzene, toluene or ethylacetate (ii) or in pure diisopropylamine. Propargyl acetates undergo the cross coupling reaction with moderate to high yields after modification of the general procedure. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(00)00115-0

文献信息

• An efficient palladium-catalysed reaction of propargyl halides tosylates and acetates with terminal alkynes
  作者：Sylvie Gueugnot、Gérard Linstrumelle

  DOI：10.1016/s0040-4039(00)79245-8

  日期：1993.6

  In the presence of palladium complexes and copper iodide, the reaction of propargyl halides with terminal alkynes proceeds rapidly to give conjugated allenynes in high yield. Propargyl acetates and tosylates are also suited to the preparation of such allenes.

  在钯配合物和碘化铜的存在下，炔丙基卤化物与末端炔烃的反应迅速进行，从而以高收率得到共轭的炔烃。炔丙基乙酸酯和甲苯磺酸酯也适合于制备这样的丙二烯。
• Palladium-Catalyzed Regioselective Coupling of Propargylic Substrates with Terminal Alkynes. Application to the Synthesis of 1,2-Dien-4-ynes
  作者：Sylvie Condon-Gueugnot、Gérard Linstrumelle

  DOI：10.1016/s0040-4020(00)00115-0

  日期：2000.3

  The palladium-catalyzed reaction of propargyl halides, tosylates and acetates with terminal alkynes is reported. The best yields are obtained from propargyl chlorides and 1-alkynes (i) in the presence of 2 equiv. of amine (triethylamine, diisopropylamine) in benzene, toluene or ethylacetate (ii) or in pure diisopropylamine. Propargyl acetates undergo the cross coupling reaction with moderate to high yields after modification of the general procedure. (C) 2000 Elsevier Science Ltd. All rights reserved.