3,3,4,4,5,5,6,6-octafluoro-2-phenyl-1-azacyclohexene | 136270-29-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 3,3,4,4,5,5,6,6-octafluoro-2-phenyl-1-azacyclohexene
• 英文别名: 2,2,3,3,4,4,5,5-Octafluoro-6-phenylpyridine
• CAS: 136270-29-6
• 化学式: C₁₁H₅F₈N
• 分子量: 303.155
• InChiKey: FIBNYJGNZYWHQR-UHFFFAOYSA-N

物化性质

• 沸点：
  191.8±40.0 °C(Predicted)
• 密度：
  1.49±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  20
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  12.4
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  N-氟代全氟哌啶 在 三苯基膦 作用下， 以 乙醚 、 甲苯 为溶剂， 反应 2.0h， 生成 3,3,4,4,5,5,6,6-octafluoro-2-phenyl-1-azacyclohexene
  参考文献：
  名称：

  N-halogeno compounds. Part 12 [1]. Site-specific fluorination of carbanions with perfluoro-N-fluoropiperidine [2]

  摘要：

  Perfluoro-N-fluoropiperidine (1) acts as a site-selective electrophilic fluorinating agent towards carbanionic substrates [Me2CNaNO2 --> Me2CFNO2; PhMgBr --> PhF; PhCNa(CO2Et)2 --> PhCF(CO2Et)2; EtCNa(CO2Et)2 --> EtCF(CO2Et)2; activated CH2(CH2)2COCNaCO2Et --> activated CH2(CH2)2COCFCO2Et], but in doing so is converted to perfluoro-l-azacyclohexene (2). Unfortunately, this imidoyl fluoride (2) is highly electrophilic and competes with the N-F compound (1) for carbanionic species, as exemplified by the formation of the 2-substituted octafluoro-l-azacyclohexenes activated CF2(CF2)3N = CR, where R = Ph, CEt(CO2Et)2, and activated C(CO2Et)CO(CH2)2CH2 in the respective cases of the last three sodio derivatives listed above.

  DOI：

  10.1016/s0022-1139(00)80353-x

文献信息

• METAL COMPLEX, LIGHT-EMITTING DEVICE, AND DISPLAY APPARATUS
  申请人：Hashimoto Masashi

  公开号：US20070228940A1

  公开（公告）日：2007-10-04

  A metal complex is provided which is used for an organic EL device and an organic light-emitting device which outputs light with high luminance and high efficiency. The metal complex has a structure in which a nitrogen atom in a 6- to 8-membered non-aromatic cyclic group is bonded to a metal atom. The organic light-emitting device includes a pair of electrodes which are an anode and a cathode, and an organic compound layer interposed between the electrodes. The organic compound layer contains the metal complex represented by the following structural formula.
• US7964292B2
  申请人：——

  公开号：US7964292B2

  公开（公告）日：2011-06-21
• N-halogeno compounds. Part 12 [1]. Site-specific fluorination of carbanions with perfluoro-N-fluoropiperidine [2]
  作者：Ronald Eric Banks、Vincent Murtagh、Efthimios Tsiliopoulos

  DOI：10.1016/s0022-1139(00)80353-x

  日期：1991.5

  Perfluoro-N-fluoropiperidine (1) acts as a site-selective electrophilic fluorinating agent towards carbanionic substrates [Me2CNaNO2 --> Me2CFNO2; PhMgBr --> PhF; PhCNa(CO2Et)2 --> PhCF(CO2Et)2; EtCNa(CO2Et)2 --> EtCF(CO2Et)2; activated CH2(CH2)2COCNaCO2Et --> activated CH2(CH2)2COCFCO2Et], but in doing so is converted to perfluoro-l-azacyclohexene (2). Unfortunately, this imidoyl fluoride (2) is highly electrophilic and competes with the N-F compound (1) for carbanionic species, as exemplified by the formation of the 2-substituted octafluoro-l-azacyclohexenes activated CF2(CF2)3N = CR, where R = Ph, CEt(CO2Et)2, and activated C(CO2Et)CO(CH2)2CH2 in the respective cases of the last three sodio derivatives listed above.