1-(4-tert-butylcylohex-1-enyl)-hex-1-yne | 96575-61-0

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: 1-(4-tert-butylcylohex-1-enyl)-hex-1-yne
• 英文别名: 4-tert-butyl-1-(hex-1-ynyl)cyclohex-1-ene；4-Tert-butyl-1-hex-1-ynylcyclohexene
• CAS: 96575-61-0
• 化学式: C₁₆H₂₆
• 分子量: 218.382
• InChiKey: SILSQQPCNZXSGT-UHFFFAOYSA-N

物化性质

• 沸点：
  109-114 °C(Press: 0.35 Torr)
• 密度：
  0.86±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.75
• 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：

  1-trifluoromethanesulfonyloxy-4-t-butylcyclohexene 、 1-己炔 在 四(三苯基膦)钯 ammonium hydroxide 、 silver nitrate 作用下， 以 甲醇 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 0.08h， 以98%的产率得到1-(4-tert-butylcylohex-1-enyl)-hex-1-yne
  参考文献：
  名称：

  First Evidence for the Use of Organosilver Compounds in Pd-Catalyzed Coupling Reactions; A Mechanistic Rationale for the Pd/Ag-Catalyzed Enyne Synthesis?

  摘要：

  [GRAPHICS]Silver acetylides have been prepared and used in Pd-catalyzed coupling reactions. Enynes have thus been obtained in good yields. This work demonstrates that organosilver compounds could enter the Pd catalytic cycle; it also supports the role of silver acetylides as intermediates in the new Pd/Ag-catalyzed coupling reaction.

  DOI：

  10.1021/ol015830b

文献信息

• Activated Monoorganotins for the Modified Stille Coupling Reaction with Triflates
  作者：Eric Fouquet、Alain L. Rodriguez

  DOI：10.1055/s-1998-1942

  日期：1998.12

  The in situ preparation and activation of monoorganotins, with a fluoride source, is shown to be a convenient and efficient procedure for the coupling reaction with alkenyl and aryl triflates.

  研究表明，利用氟化源原位制备和活化单有机锡，是与烯基和芳基三酸盐进行偶联反应的一种便捷而高效的方法。
• Bertus, Philippe; Halbes, Ulla; Pale, Patrick, European Journal of Organic Chemistry, 2001, # 23, p. 4391 - 4393
  作者：Bertus, Philippe、Halbes, Ulla、Pale, Patrick

  DOI：——

  日期：——
• Synthesis of enynes and epoxyenynes by coupling: use of a new set of catalysts based on Pd–Ag salts
  作者：Philippe Bertus、Patrick Pale

  DOI：10.1016/s0022-328x(98)00681-0

  日期：1998.9

  The new couple of catalysts Pd(PPh3)(4) and AgI are very efficient for the coupling of vinyltriflates and terminal alkynes in the presence of a bulky amine in dimethylformamide at room temperature. Enynes and epoxyenynes are obtained in good to excellent yields. As illustrated with several examples, a wide variety of functional groups are well tolerated in the described conditions. Silver acetylides have been proposed as intermediate in this reaction. (C) 1998 Elsevier Science S.A. All rights reserved.
• Palladium-catalyzed olefination of vinyl triflates
  作者：William J. Scott、Michael R. Pena、Katerina Sward、Steven J. Stoessel、J. K. Stille

  DOI：10.1021/jo00213a021

  日期：1985.6
• A new mild procedure for the direct coupling of 1-trimethylsilyl acetylenes with vinyl triflates or aryl iodide
  作者：Ulla Halbes、Patrick Pale

  DOI：10.1016/s0040-4039(02)00209-5

  日期：2002.3

  1-Trimethylsilyl acetylenes can be directly coupled with vinyl triflates or aryl iodide in the presence of the appropriate amount of potassium carbonate and methanol and a catalytic amount of AgCl and Pd(PPh3)(4). Functionalized enynes can thus be obtained in good to excellent yields without prior deprotection of the alkyne. (C) 2002 Elsevier Science Ltd. All rights reserved.