1-ethynyl-4-(4-ethylcyclohexyl)benzene | 1355047-15-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-ethynyl-4-(4-ethylcyclohexyl)benzene
• 英文别名: Trans-4-(4-ethylcyclohexyl)-phenyl acetylene；1-(4-ethylcyclohexyl)-4-ethynylbenzene
• CAS: 1355047-15-2
• 化学式: C₁₆H₂₀
• 分子量: 212.335
• InChiKey: PUXFDYOCIZUKJL-UHFFFAOYSA-N

物化性质

• 沸点：
  304.6±21.0 °C(Predicted)
• 密度：
  0.96±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 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-ethynyl-4-(4-ethylcyclohexyl)benzene 在 N-溴代丁二酰亚胺(NBS) 、 silver nitrate 作用下， 以 丙酮 为溶剂， 生成
  参考文献：
  名称：

  钯催化的不饱和双环羧酸的炔基内酯化反应：稠合多环 γ-内酯化合物的合成

  摘要：

  不饱和双环羧酸与溴炔烃发生钯催化偶联，以中等至良好的收率生产γ-炔基内酯，并具有优异的化学和区域选择性。反应条件极其温和，在优化的反应条件下可以耐受甲基、甲氧基、氯和溴等官能团。此外，γ-氯烯基内酯可以通过使用分子氧作为唯一氧化剂的缺电子C≡C键的氯钯化/碳酯化而轻松合成。

  DOI：

  10.1002/ejoc.201300037

文献信息

• CuI/SnCl₂Co-Catalyzed Four-Component Reaction of Ketones, Amines, Alkynes, and Carbon Dioxide
  作者：Jinwu Zhao、Huawen Huang、Chaorong Qi、Huanfeng Jiang

  DOI：10.1002/ejoc.201200990

  日期：2012.10

  The four-component CuI and SnCl2 co-catalyzed assembly of ketones, amines, alkynes, and carbon dioxide could be performed in DMSO at 70 °C under CO2 pressure to synthesize 5-alkynlene oxazolidinones. It was found that steric hindrance had an extreme effect on the four-component coupling. Aliphatic ketones, basic primary amines, and aryl alkynes were good substrates.

  酮、胺、炔烃和二氧化碳的四组分 CuI 和 SnCl2 共催化组装可以在 DMSO 中在 70°C 和 CO2 压力下合成 5-炔烃恶唑烷酮。发现空间位阻对四组分偶联具有极端影响。脂肪酮、碱性伯胺和芳基炔烃是良好的底物。
• Palladium-Catalyzed Coupling of Alkynes with Unactivated Alkenes in Ionic Liquids: A Regio- and Stereoselective Synthesis of Functionalized 1,6-Dienes and Their Analogues
  作者：Jianxiao Li、Shaorong Yang、Huanfeng Jiang、Wanqing Wu、Jinwu Zhao

  DOI：10.1021/jo402159d

  日期：2013.12.20

  A palladium-catalyzed regio- and stereoselective intermolecular tandem reaction of alkynes and unactivated 1,6-ionic liquids is described, providing a practical, efficient, and versatile method for the synthesis of functionalized 1,6-dienes in moderate to good yields. The present reaction has high functional-group tolerance and gives products on a gram scale. Mechanistic studies indicate that the reaction might proceed via a chain-walking mechanism.
• Palladium-Catalyzed Alkynylative Lactonization of Unsaturated Bicyclic Carboxylic Acids: Synthesis of Fused Polycyclic γ-Lactone Compounds
  作者：Ning Sun、Yibiao Li、Gengming Yin、Shaohua Jiang

  DOI：10.1002/ejoc.201300037

  日期：2013.5

  Unsaturated bicyclic carboxylic acids undergo palladium-catalyzed coupling with bromoalkynes to produce γ-alkynyl lactones in moderate to good yields with excellent chemo- and regioselectivity. The reaction conditions were extremely mild, and functional groups such as methyl, methoxy, chloro, and bromo were tolerated under the optimized reaction conditions. Moreover, γ-chloroalkenyl lactones were facilely

  不饱和双环羧酸与溴炔烃发生钯催化偶联，以中等至良好的收率生产γ-炔基内酯，并具有优异的化学和区域选择性。反应条件极其温和，在优化的反应条件下可以耐受甲基、甲氧基、氯和溴等官能团。此外，γ-氯烯基内酯可以通过使用分子氧作为唯一氧化剂的缺电子C≡C键的氯钯化/碳酯化而轻松合成。