9,10-bis(4-bromopropoxy-2,6-methylphenyl)anthracene | 1400693-56-2

• 分子结构分类: 有机化合物 - 木脂素、新木脂素和相关化合物 - 芳基萘木脂素
• 英文名称: 9,10-bis(4-bromopropoxy-2,6-methylphenyl)anthracene
• 英文别名: 9,10-bis(2,6-methyl-4-bromopropoxyphenyl)anthracene；9,10-Bis[4-(3-bromopropoxy)-2,6-dimethylphenyl]anthracene；9,10-bis[4-(3-bromopropoxy)-2,6-dimethylphenyl]anthracene
• CAS: 1400693-56-2
• 化学式: C₃₆H₃₆Br₂O₂
• 分子量: 660.489
• InChiKey: XPSPHOPSTPUHEW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  11.3
• 重原子数：
  40
• 可旋转键数：
  10
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-甲基咪唑 、 9,10-bis(4-bromopropoxy-2,6-methylphenyl)anthracene 在 potassium carbonate 、 ammonium hexafluorophosphate 作用下， 以 丙酮 、 N,N-二甲基甲酰胺 为溶剂， 反应 10.5h， 以71%的产率得到
  参考文献：
  名称：

  9,10-Diarylanthracenes as Stable Electrochemiluminescent Emitters in Water

  摘要：

  Two hydrophilic diarylanthracenes, explicitly 9,10-bis (N-methylimidazolium-3-propoxyphenyl)anthracene (DAA1) and 9,10-bis(N-methylimidazolium-3-propoxy-2,6-dimethylphenyl)anthracene (DAA2), are synthesized and fully characterized. Both are found to be soluble in aqueous medium and to exhibit optical properties similar to those of the parent 9,10-diphenylanthracene, whose solubility is virtually negligible in water. The detailed analysis of their photochemical stability as well as electrochemical and electrochemiluminescent properties reveals that the sterically highly shielded anthracene DAA2 shows inertness toward reactions with singlet oxygen and OH- ions during photo- and electrochemical initiation and stable ECL emission in aqueous medium.

  DOI：

  10.1021/jo301616t
• 作为产物：
  描述：

  9,10-二溴蒽 在 bis(triphenylphosphine)nickel(II) chloride 、 三溴化硼 、 potassium carbonate 作用下， 以 四氢呋喃 、 二氯甲烷 、 丙酮 为溶剂， 反应 44.0h， 生成 9,10-bis(4-bromopropoxy-2,6-methylphenyl)anthracene
  参考文献：
  名称：

  9,10-Diarylanthracenes as Stable Electrochemiluminescent Emitters in Water

  摘要：

  Two hydrophilic diarylanthracenes, explicitly 9,10-bis (N-methylimidazolium-3-propoxyphenyl)anthracene (DAA1) and 9,10-bis(N-methylimidazolium-3-propoxy-2,6-dimethylphenyl)anthracene (DAA2), are synthesized and fully characterized. Both are found to be soluble in aqueous medium and to exhibit optical properties similar to those of the parent 9,10-diphenylanthracene, whose solubility is virtually negligible in water. The detailed analysis of their photochemical stability as well as electrochemical and electrochemiluminescent properties reveals that the sterically highly shielded anthracene DAA2 shows inertness toward reactions with singlet oxygen and OH- ions during photo- and electrochemical initiation and stable ECL emission in aqueous medium.

  DOI：

  10.1021/jo301616t

文献信息

• 9,10-Diarylanthracenes as Stable Electrochemiluminescent Emitters in Water
  作者：Palani Natarajan、Michael Schmittel

  DOI：10.1021/jo301616t

  日期：2012.10.5

  Two hydrophilic diarylanthracenes, explicitly 9,10-bis (N-methylimidazolium-3-propoxyphenyl)anthracene (DAA1) and 9,10-bis(N-methylimidazolium-3-propoxy-2,6-dimethylphenyl)anthracene (DAA2), are synthesized and fully characterized. Both are found to be soluble in aqueous medium and to exhibit optical properties similar to those of the parent 9,10-diphenylanthracene, whose solubility is virtually negligible in water. The detailed analysis of their photochemical stability as well as electrochemical and electrochemiluminescent properties reveals that the sterically highly shielded anthracene DAA2 shows inertness toward reactions with singlet oxygen and OH- ions during photo- and electrochemical initiation and stable ECL emission in aqueous medium.