1-((3-methoxyphenyl)ethynyl)naphthalene | 1146207-89-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 1-((3-methoxyphenyl)ethynyl)naphthalene
• 英文别名: 1-[2-(3-Methoxyphenyl)ethynyl]naphthalene；1-[2-(3-methoxyphenyl)ethynyl]naphthalene
• CAS: 1146207-89-7
• 化学式: C₁₉H₁₄O
• 分子量: 258.32
• InChiKey: OFBJCFWJAWKXDS-UHFFFAOYSA-N

物化性质

• 沸点：
  441.2±28.0 °C(predicted)
• 密度：
  1.16±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  1-乙炔基萘 、 三氟甲烷磺酸3-甲氧基-2-(三甲基硅基)苯酯 在 copper(l) iodide 、 cesium fluoride 作用下， 以 甲苯 、 乙腈 为溶剂， 反应 0.5h， 以59%的产率得到1-((3-methoxyphenyl)ethynyl)naphthalene
  参考文献：
  名称：

  Copper-catalyzed alkyne–aryne coupling reaction under microwave conditions: preparation of unsymmetric and symmetric di-substituted alkynes

  摘要：

  Several unsymmetric and symmetric alkynes were prepared excellent to modest yields by generating benzyne from the reaction of 2-(trimethylsilyl)phenyl triflate with CsF in the presence of Cul and terminal alkyne under microwave heating for 30 min at 150 degrees C. Using conventional heating, the reactions required 24 h reaction time. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.02.033

文献信息

• Cross‐coupling between Aryl Halides and Aryl Alkynes Catalyzed by an Odd Alternant Hydrocarbon
  作者：Swagata Sil、Krishnapriya Anattil Unnikrishnan、Pallabi Mandal、Rositha Kuniyil、Swadhin Kumar Mandal

  DOI：10.1002/chem.202400895

  日期：——

  hydrocarbon based on phenalenyl unit acts as a catalyst for cross-coupling between aryl halides and aryl alkynes synthesizing a rich library of internal alkynes without any external stimuli. This protocol was extended to accomplish the Sonogashira-type coupling under transition-metal-free and solvent-free conditions.

  基于苯酚基单元的超还原奇数交替烃充当芳基卤化物和芳基炔之间交叉偶联的催化剂，合成丰富的内部炔烃库，无需任何外部刺激。该方案被扩展以在无过渡金属和无溶剂条件下完成 Sonogashira 型偶联。
• Copper-catalyzed alkyne–aryne coupling reaction under microwave conditions: preparation of unsymmetric and symmetric di-substituted alkynes
  作者：Shashidhar Kumar Akubathini、Ed Biehl

  DOI：10.1016/j.tetlet.2009.02.033

  日期：2009.4

  Several unsymmetric and symmetric alkynes were prepared excellent to modest yields by generating benzyne from the reaction of 2-(trimethylsilyl)phenyl triflate with CsF in the presence of Cul and terminal alkyne under microwave heating for 30 min at 150 degrees C. Using conventional heating, the reactions required 24 h reaction time. (C) 2009 Elsevier Ltd. All rights reserved.