2,6-difluoro-9,10-anthraquinone | 2559-78-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: 2,6-difluoro-9,10-anthraquinone
• 英文别名: 2,6-difluoroanthraquinone；2,6-difluoro-anthraquinone；2,6-Difluor-anthrachinon；2,6-Difluoroanthracene-9,10-dione
• CAS: 2559-78-6
• 化学式: C₁₄H₆F₂O₂
• 分子量: 244.197
• InChiKey: DVPCONZOFVBRFS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  18
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2,6-difluoro-9,10-anthraquinone 在 sodium nitrate 、 硫酸 作用下， 生成 2,6-Difluor-1-nitroanthrachinon
  参考文献：
  名称：

  THE PREPARATION OF SOME FLUORO-NITRO-ANTHRAQUINONES AND THEIR REDUCTION TO AMINO-FLUORO-ANTHRAQUINONES

  摘要：

  不可用

  DOI：

  10.1139/v63-459
• 作为产物：
  描述：

  2,6-二氨基蒽醌 在 亚硝酸特丁酯 、 cesium fluoride 、 copper(ll) bromide 作用下， 以 二甲基亚砜 、 乙腈 为溶剂， 生成 2,6-difluoro-9,10-anthraquinone
  参考文献：
  名称：

  Long-Wavelength Analogue of PRODAN:  Synthesis and Properties of Anthradan, a Fluorophore with a 2,6-Donor−Acceptor Anthracene Structure

  摘要：

  We have synthesized the environment-sensitive fluorophores 2-cyano-6-dihexylaminoanthracene and 2-propionyl-6-dihexylaminoanthracene (Anthradan) starting from 2,6-diaminoanthraquinone. Anthradan is the benzologue of the well-known family of naphthalene 2-propionyl-6-dimethylaminonaphthalene (PRODAN) fluorophores. The additional spectral red shift of the anthracene avoids the autofluorescence of many biological systems and provides for more favorable excitation wavelengths for fluorescence applications. Furthermore, Anthradan exhibits polarity-sensitive emission comparable to that of PRODAN and displays high quantum yields in a range of solvents. Single molecules of these anthracene-containing fluorophores have been imaged in polymer hosts as a proof-of-principle.

  DOI：

  10.1021/jo0616660

文献信息

• A novel aromatic polyether and a process for producing a polyether
  申请人：Asahi Kasei Kogyo Kabushiki Kaisha

  公开号：EP0268112B1

  公开（公告）日：1994-03-16
• US4767837A
  申请人：——

  公开号：US4767837A

  公开（公告）日：1988-08-30
• US4931530A
  申请人：——

  公开号：US4931530A

  公开（公告）日：1990-06-05
• THE PREPARATION OF SOME FLUORO-NITRO-ANTHRAQUINONES AND THEIR REDUCTION TO AMINO-FLUORO-ANTHRAQUINONES
  作者：G. Valkanas

  DOI：10.1139/v63-459

  日期：1963.12.1

  not available

  不可用
• Long-Wavelength Analogue of PRODAN:  Synthesis and Properties of Anthradan, a Fluorophore with a 2,6-Donor−Acceptor Anthracene Structure
  作者：Zhikuan Lu、Samuel J. Lord、Hui Wang、W. E. Moerner、Robert J. Twieg

  DOI：10.1021/jo0616660

  日期：2006.12.1

  We have synthesized the environment-sensitive fluorophores 2-cyano-6-dihexylaminoanthracene and 2-propionyl-6-dihexylaminoanthracene (Anthradan) starting from 2,6-diaminoanthraquinone. Anthradan is the benzologue of the well-known family of naphthalene 2-propionyl-6-dimethylaminonaphthalene (PRODAN) fluorophores. The additional spectral red shift of the anthracene avoids the autofluorescence of many biological systems and provides for more favorable excitation wavelengths for fluorescence applications. Furthermore, Anthradan exhibits polarity-sensitive emission comparable to that of PRODAN and displays high quantum yields in a range of solvents. Single molecules of these anthracene-containing fluorophores have been imaged in polymer hosts as a proof-of-principle.