7,8-Bis-(trifluormethyl)-bicyclo[2.2.2]octatrien-(2,5,7) | 781-13-5

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 有机氟化物
• 英文名称: 7,8-Bis-(trifluormethyl)-bicyclo[2.2.2]octatrien-(2,5,7)
• 英文别名: Bicyclo[2.2.2]octa-2,5,7-triene, 2,3-bis(trifluoromethyl)-；2,3-bis(trifluoromethyl)bicyclo[2.2.2]octa-2,5,7-triene
• CAS: 781-13-5
• 化学式: C₁₀H₆F₆
• 分子量: 240.148
• InChiKey: JCZDZKXTYSFTKE-UHFFFAOYSA-N

物化性质

• 沸点：
  114.4±40.0 °C(Predicted)
• 密度：
  1.455±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  16
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  7,8-Bis-(trifluormethyl)-bicyclo[2.2.2]octatrien-(2,5,7) 在 palladium on activated charcoal 氢气 作用下， 以 甲醇 、 苯 为溶剂， 生成 2,3-Bis-(perfluormethyl)-bicyclo<2.2.2>octen-(2)
  参考文献：
  名称：

  Bis(polyfluoroalkyl)acetylenes. VI. Thermal and photochemical additions of perfluoro-2-butyne to aromatic compounds

  摘要：

  DOI：

  10.1021/jo01257a017
• 作为产物：
  描述：

  在 1,3-二甲基-2-苯基-2-磷杂咪唑烷 作用下， 反应 72.0h， 以63%的产率得到7,8-Bis-(trifluormethyl)-bicyclo[2.2.2]octatrien-(2,5,7)
  参考文献：
  名称：

  Synthesis of Substituted Bicyclo[2.2.2]octatrienes

  摘要：

  An efficient route to bicyclo[2.2.2]octatriene, barrelene, and substituted versions of this molecule has been developed starting from the benzene equivalent cis-3,5-cyclohexadiene-1,2-diol. Following the Diels-Alder reaction of this molecule with an activated acetylene, conversion of the diol to the final olefin was accomplished through formation of a thiocarbonate intermediate and subsequent reaction with 1,3-dimethyl-2-phenyl-1,3,2-diazaphospholidine (DPD). The synthesis developed allows a variety of barrelenes to be prepared in as few as three steps from commercially available starting materials.

  DOI：

  10.1021/jo971039y

文献信息

• [EN] SUBSTITUTED POLY(PHENYLENEVINYLENE)S AND POLY(NAPTHALENEVINYLENE)S<br/>[FR] POLY(PHENYLENE-VINYLENE)S ET POLY(NAPHTHALENE-VINYLENE)S SUBSTITUES
  申请人：CALIFORNIA INSTITUTE OF TECHNOLOGY

  公开号：WO1998046652A1

  公开（公告）日：1998-10-22

  (EN) The present invention relates to a novel class of electroluminescent ('EL') homopolymers, random co-polymers, and block co-polymers that includes repeating units of substituted ($i(para)-phenylenevinylene) ('PV') and/or substituted (1,4-naphthalenevinylene) ('NV') and methods for making the same. In general, the inventive homopolymers and copolymers are synthesized $i(via) ring opening polymerization ('ROMP') reactions by contacting a metathesis initiator with a corresponding substituted benzobarrelene or substituted barrelene. Novel methods for synthesizing substituted benzobarrelenes and barrelenes are also described.(FR) La présente invention se rapporte à une nouvelle classe d'homopolymères électroluminescents ('EL'), de copolymères statistiques et de copolymères séquencés qui comportent des motifs répétitifs de ($i(para)-phénylène-vinylène) ('PV') substitués et/ou de (1,4-naphthalène-vinylène)('NV') substitués, ainsi qu'à des procédés de fabrication de ces polymères. On synthétise généralement les homopolymères et copolymères de cette invention en procédant à des réactions de polymérisation par décyclisation ('ROMP' $i(ring opening polymerization)) dans lesquelles on met en contact un initiateur de métathèse avec un benzobarrélène substitué ou un barrélène substitué correspondant. L'invention se rapporte également à de nouveaux procédés de synthèse de benzobarrélènes et de barrélènes substitués.
• Bis(polyfluoroalkyl)acetylenes. VI. Thermal and photochemical additions of perfluoro-2-butyne to aromatic compounds
  作者：Robert S. H. Liu、Carl G. Krespan

  DOI：10.1021/jo01257a017

  日期：1969.5
• Synthesis of Substituted Bicyclo[2.2.2]octatrienes
  作者：Michael W. Wagaman、Erika Bellmann、Michèle Cucullu、Robert H. Grubbs

  DOI：10.1021/jo971039y

  日期：1997.12.1

  An efficient route to bicyclo[2.2.2]octatriene, barrelene, and substituted versions of this molecule has been developed starting from the benzene equivalent cis-3,5-cyclohexadiene-1,2-diol. Following the Diels-Alder reaction of this molecule with an activated acetylene, conversion of the diol to the final olefin was accomplished through formation of a thiocarbonate intermediate and subsequent reaction with 1,3-dimethyl-2-phenyl-1,3,2-diazaphospholidine (DPD). The synthesis developed allows a variety of barrelenes to be prepared in as few as three steps from commercially available starting materials.