3-[2,5-Dihexyl-4-[2-[4-(oxan-2-yloxy)phenyl]ethynyl]phenyl]prop-2-yn-1-ol | 312624-92-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 3-[2,5-Dihexyl-4-[2-[4-(oxan-2-yloxy)phenyl]ethynyl]phenyl]prop-2-yn-1-ol
• CAS: 312624-92-3
• 化学式: C₃₄H₄₄O₃
• 分子量: 500.722
• InChiKey: GGUJRDBQXCVAME-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.2
• 重原子数：
  37
• 可旋转键数：
  15
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  38.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-[2,5-Dihexyl-4-[2-[4-(oxan-2-yloxy)phenyl]ethynyl]phenyl]prop-2-yn-1-ol 在 哌啶 、 manganese(IV) oxide 、 bis-triphenylphosphine-palladium(II) chloride 、 氢氧化钾 、 copper(l) iodide 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 反应 3.5h， 生成 2-[4-[2-[4-[4-[2,5-Dihexyl-4-[2-[4-(oxan-2-yloxy)phenyl]ethynyl]phenyl]buta-1,3-diynyl]-2,5-dihexylphenyl]ethynyl]phenoxy]oxane
  参考文献：
  名称：

  EPR Probes with Well-Defined, Long Distances between Two or Three Unpaired Electrons

  摘要：

  The synthesis of rod- and star-shaped compounds carrying two or three spin labels as end groups is described. The unpaired electrons are 2.8-5.1 nm apart from each other. The shape-persistent scaffolds were obtained through Pd-Cu-catalyzed alkynyl-aryl coupling and Pd-Cu-catalyzed alkyne dimerization in the presence of oxygen using p-phenyleneethynylene as the basic shape-persistent building block. The spin label 1-oxyl-2,2,5,5-tetramethylpyrroline-3-carboxylic acid (4) was attached through esterification of the terminal phenolic OH groups of the scaffold.

  DOI：

  10.1021/jo005556j
• 作为产物：
  描述：

  [4-(tetrahydropyran-2-yloxy)phenyl]ethyne 、 1,4-dihexyl-2-(3-hydroxyprop-1-ynyl)-5-iodobenzene 在 bis-triphenylphosphine-palladium(II) chloride 哌啶 、 copper(l) chloride 作用下， 以 四氢呋喃 为溶剂， 以66%的产率得到3-[2,5-Dihexyl-4-[2-[4-(oxan-2-yloxy)phenyl]ethynyl]phenyl]prop-2-yn-1-ol
  参考文献：
  名称：

  EPR Probes with Well-Defined, Long Distances between Two or Three Unpaired Electrons

  摘要：

  The synthesis of rod- and star-shaped compounds carrying two or three spin labels as end groups is described. The unpaired electrons are 2.8-5.1 nm apart from each other. The shape-persistent scaffolds were obtained through Pd-Cu-catalyzed alkynyl-aryl coupling and Pd-Cu-catalyzed alkyne dimerization in the presence of oxygen using p-phenyleneethynylene as the basic shape-persistent building block. The spin label 1-oxyl-2,2,5,5-tetramethylpyrroline-3-carboxylic acid (4) was attached through esterification of the terminal phenolic OH groups of the scaffold.

  DOI：

  10.1021/jo005556j

文献信息

• EPR Probes with Well-Defined, Long Distances between Two or Three Unpaired Electrons
  作者：Adelheid Godt、Corinna Franzen、Stephan Veit、Volker Enkelmann、Matthias Pannier、Gunnar Jeschke

  DOI：10.1021/jo005556j

  日期：2000.11.1

  The synthesis of rod- and star-shaped compounds carrying two or three spin labels as end groups is described. The unpaired electrons are 2.8-5.1 nm apart from each other. The shape-persistent scaffolds were obtained through Pd-Cu-catalyzed alkynyl-aryl coupling and Pd-Cu-catalyzed alkyne dimerization in the presence of oxygen using p-phenyleneethynylene as the basic shape-persistent building block. The spin label 1-oxyl-2,2,5,5-tetramethylpyrroline-3-carboxylic acid (4) was attached through esterification of the terminal phenolic OH groups of the scaffold.