4-trifluoromethyl-1,1,2,2,9,9,10,10-octafluoro[2.2]paracyclophane

• 分子结构分类: 有机化合物 - 苯类化合物
• 英文名称: 4-trifluoromethyl-1,1,2,2,9,9,10,10-octafluoro[2.2]paracyclophane
• 英文别名: 4-trifluoromethyl-1,1,2,2,9,9,10,10-octafluoro[2,2]paracyclophane；2,2,3,3,8,8,9,9-Octafluoro-5-(trifluoromethyl)tricyclo[8.2.2.24,7]hexadeca-1(13),4,6,10(14),11,15-hexaene
• 化学式: C₁₇H₇F₁₁
• 分子量: 420.225
• InChiKey: ZSYYTBIJSLMELE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  28
• 可旋转键数：
  0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  11

反应信息

• 作为产物：
  描述：

  pseudo-o-iodotrifluoromethyl-1,1,2,2,9,9,10,10-octafluoro[2.2]paracyclophane 在 锌 作用下， 以 溶剂黄146 为溶剂， 以91%的产率得到4-trifluoromethyl-1,1,2,2,9,9,10,10-octafluoro[2.2]paracyclophane
  参考文献：
  名称：

  Process for the preparation of derivatives of octafluoro-[2,2] paracylophane

  摘要：

  用于制备对聚对二甲苯二聚物的方法，更具体地说是用于制备八氟[2,2]对环烷衍生物的方法，也称为AF4。

  公开号：

  US06392097B1

文献信息

• Process for the preparation of derivatives of octafluoro-[2,2] paracylophane
  申请人：Specialty Coating Systems, Inc.

  公开号：US06392097B1

  公开（公告）日：2002-05-21

  Processes for the preparation of parylene dimers, and more particularly to processes for the preparation of derivatives of octafluoro-[2,2]paracylophane, otherwise known as AF4.

  用于制备对聚对二甲苯二聚物的方法，更具体地说是用于制备八氟[2,2]对环烷衍生物的方法，也称为AF4。
• The First Synthesis and Characterization of Both Diastereomers of a Di[2.2]paracyclophane:  4,4‘-Bis(1,1,2,2,9,9,10,10-octafluoro[2.2]paracyclophane)
  作者：A. J. Roche、J.-X. Duan、W. R. Dolbier,、K. A. Abboud

  DOI：10.1021/jo0157775

  日期：2001.10.1

  of two [2.2]paracyclophane units linked through a single 4,4' bond are described. Both the meso and d,l diastereomers of 4,4'-bis(octafluoro[2.2]paracyclophane) have been prepared via a palladium-catalyzed reductive homocoupling reaction by copper, producing a 3:2 ratio of meso and d,l diastereomers. A similar reductive homocoupling of pseudo-o-iodotrifluoromethyloctafluoro[2.2]paracyclophane gave only

  描述了由两个通过单一4,4'键连接的[2.2]对环环烷单元组成的系统的两种非对映异构体的合成和表征。4，4′-双（八氟[2.2]对环环烷）的内消旋和d，l非对映异构体均通过铜催化钯催化的还原均偶联反应制备，生成的内消旋和d，l非对映异构体比例为3：2。伪-邻-碘三氟甲基八氟[2.2]对环环烷的类似还原均偶联仅给出类似的内消旋非对映异构体。对于所有的双对环烷产物都获得了单晶X射线结构。
• Electrophilic Substitution of 1,1,2,2,9,9,10,10-Octafluoro[2.2]paracyclophane
  作者：Alex J. Roche、William R. Dolbier

  DOI：10.1021/jo9910536

  日期：1999.12.1

  Nitration of octafluoro[2.2]paracyclophane (OFP) provides an entry into the synthesis of a series of II monosubstituted OFPs, including the nitro, amino, chloro, bromo, iodo, hydroxy, and trifluoromethyl compounds. The NMR, mass spectrometric, and UV spectral properties of all of these derivatives are presented and discussed, and they are compared with those of its hydrocarbon analogue, [2.2]paracyclophane.
• Multiple Electrophilic Substitution of 1,1,2,2,9,9,10,10-Octafluoro[2.2]paracyclophane
  作者：Alex J. Roche、William R. Dolbier

  DOI：10.1021/jo000436x

  日期：2000.8.1

  Synthetic methods for introduction of two substituents into the rings of octafluoroparacyclophane are presented. Nitration gives three isomers with nitro substituents on different rings: pseudoortho, pseudo-mete, and pseudo-para, in equal amounts. These dinitro compounds are shown to be precursors of a variety of other disubstituted OFF derivatives. Methods of characterization of isomeric disubstituted OFPs are extensively discussed, and the H-1 and F-19 NMR spectra of these derivatives are analyzed explicitly.