2-Bromo-5-iodo-4-propyloxy-1-(tetrahydro-2H-pyran-2-yloxy)benzene | 188636-70-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 2-Bromo-5-iodo-4-propyloxy-1-(tetrahydro-2H-pyran-2-yloxy)benzene
• 英文别名: 2-(2-bromo-5-iodo-4-propoxyphenoxy)oxane
• CAS: 188636-70-6
• 化学式: C₁₄H₁₈BrIO₃
• 分子量: 441.104
• InChiKey: KGLDDNXOUWRJHO-UHFFFAOYSA-N

物化性质

• 沸点：
  456.0±45.0 °C(Predicted)
• 密度：
  1.681±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.75
• 重原子数：
  19.0
• 可旋转键数：
  5.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  27.69
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  2-Bromo-5-iodo-4-propyloxy-1-(tetrahydro-2H-pyran-2-yloxy)benzene 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 哌啶 、 对甲苯磺酸 、 三苯基膦 作用下， 以 甲醇 、 氯仿 为溶剂， 生成 4-Propoxy-2,5-bis-p-tolylethynyl-phenol
  参考文献：
  名称：

  Synthesis and Properties of Shape-Persistent Macrocyclic Amphiphiles with Switchable Amphiphilic Portions

  摘要：

  The bidirectional- and convergent-type syntheses of functionalized kinked phenyl-ethynyl oligomers containing ethynyl end groups are described. Key steps in both approaches are the bromo-iodo selectivity of the Hagihara coupling and the possibility to deprotect acetylenes containing different silyl protective groups stepwise. Glaser coupling of the oligomeric bisacetylenes results in the corresponding macrocycles that contain polar and nonpolar side groups in a switchable arrangement.

  DOI：

  10.1002/(sici)1521-3765(19981204)4:12<2423::aid-chem2423>3.0.co;2-8
• 作为产物：
  描述：

  3,4-二氢-2H-吡喃 、 5-Bromo-3-iodo-4-propyloxyphenol 在 对甲苯磺酸 作用下， 以 二氯甲烷 为溶剂， 以82%的产率得到2-Bromo-5-iodo-4-propyloxy-1-(tetrahydro-2H-pyran-2-yloxy)benzene
  参考文献：
  名称：

  Synthesis and Properties of Shape-Persistent Macrocyclic Amphiphiles with Switchable Amphiphilic Portions

  摘要：

  The bidirectional- and convergent-type syntheses of functionalized kinked phenyl-ethynyl oligomers containing ethynyl end groups are described. Key steps in both approaches are the bromo-iodo selectivity of the Hagihara coupling and the possibility to deprotect acetylenes containing different silyl protective groups stepwise. Glaser coupling of the oligomeric bisacetylenes results in the corresponding macrocycles that contain polar and nonpolar side groups in a switchable arrangement.

  DOI：

  10.1002/(sici)1521-3765(19981204)4:12<2423::aid-chem2423>3.0.co;2-8