3,6-Difluor-9,10-dichlorphenanthren | 20851-82-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 菲及其衍生物
• 英文名称: 3,6-Difluor-9,10-dichlorphenanthren
• CAS: 20851-82-5
• 化学式: C₁₄H₆Cl₂F₂
• 分子量: 283.104
• InChiKey: TUCXLKHUDDMFJZ-UHFFFAOYSA-N

物化性质

• 沸点：
  408.885±40.00 °C(Press: 760.00 Torr)(predicted)
• 密度：
  1.490±0.06 g/cm3(Temp: 25 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.58
• 重原子数：
  18.0
• 可旋转键数：
  0.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  0.0
• 氢给体数：
  0.0
• 氢受体数：
  0.0

反应信息

• 作为反应物：
  描述：

  3,6-Difluor-9,10-dichlorphenanthren 在 chromium(VI) oxide 作用下， 以 溶剂黄146 为溶剂， 生成 3,6-Difluor-9,10-phenanthrenchinon
  参考文献：
  名称：

  3,6,9,10-Tetrahalogenphenanthrene. Eine neue Cycloarylierungsreaktion von DDT-Derivaten

  摘要：

  AbstractA simple synthesis of tetrachlorophenanthrene starting from DDT has been realized. 1,1,1,2‐tetrachloro‐2,2‐bis‐(4‐chlorophenyl)‐ethane (I) and its rearranged product 1,1,2,2‐tetrachloro‐1,2‐bis‐(4‐chlorophenyl)‐ethane (V) and other analogs substituted by halogen in the para‐position undergo a cycliarylation yielding 3,6,9,10‐tetrahalogenophenanthrenes. Partial dechlorination of this tetrachlorophenanthrene yields 3,6‐dichlorophenanthrene. Oxidation gives 3,6‐dichloro‐9,10‐phenanthrenequinone, and chlorosulfonation leads to 3,6,9,10‐tetrachloro‐2,7‐bis‐(chlorosulfonyl)‐phenanthrene. The mechanism of this cyclization reaction in presence of LEWIS acids is discussed and compared with the cyclization of DDT derivatives to yield fluorenones.

  DOI：

  10.1002/hlca.19680510710
• 作为产物：
  描述：

  1,1,2,2-Tetrachlor-1,2-bis-<4-fluor-phenyl>-aethan 在 三氯化铝 作用下， 以 1,2-二氯乙烷 为溶剂， 生成 3,6-Difluor-9,10-dichlorphenanthren
  参考文献：
  名称：

  3,6,9,10-Tetrahalogenphenanthrene. Eine neue Cycloarylierungsreaktion von DDT-Derivaten

  摘要：

  AbstractA simple synthesis of tetrachlorophenanthrene starting from DDT has been realized. 1,1,1,2‐tetrachloro‐2,2‐bis‐(4‐chlorophenyl)‐ethane (I) and its rearranged product 1,1,2,2‐tetrachloro‐1,2‐bis‐(4‐chlorophenyl)‐ethane (V) and other analogs substituted by halogen in the para‐position undergo a cycliarylation yielding 3,6,9,10‐tetrahalogenophenanthrenes. Partial dechlorination of this tetrachlorophenanthrene yields 3,6‐dichlorophenanthrene. Oxidation gives 3,6‐dichloro‐9,10‐phenanthrenequinone, and chlorosulfonation leads to 3,6,9,10‐tetrachloro‐2,7‐bis‐(chlorosulfonyl)‐phenanthrene. The mechanism of this cyclization reaction in presence of LEWIS acids is discussed and compared with the cyclization of DDT derivatives to yield fluorenones.

  DOI：

  10.1002/hlca.19680510710