pseudo-o-iodotrifluoromethyl-1,1,2,2,9,9,10,10-octafluoro[2.2]paracyclophane | 299975-26-1

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 芳基卤化物
• 英文名称: pseudo-o-iodotrifluoromethyl-1,1,2,2,9,9,10,10-octafluoro[2.2]paracyclophane
• 英文别名: pseudo ortho-iodo-trifluoromethyl-1,1,2,2,9,9,10,10-octafluoro[2,2]paracyclophane；2,2,3,3,8,8,9,9-Octafluoro-5-iodo-11-(trifluoromethyl)tricyclo[8.2.2.24,7]hexadeca-1(12),4,6,10,13,15-hexaene
• CAS: 299975-26-1
• 化学式: C₁₇H₆F₁₁I
• 分子量: 546.122
• InChiKey: DQOIVNSYENNGRA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.7
• 重原子数：
  29
• 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

• 作为反应物：
  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
• 作为产物：
  描述：

  氟磺酰基二氟乙酸甲酯 、 pseudo-o-diiodo-1,1,2,2,9,9,10,10-octafluoro[2.2]paracyclophane 在 copper(I) bromide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 16.0h， 以21%的产率得到pseudo-o-iodotrifluoromethyl-1,1,2,2,9,9,10,10-octafluoro[2.2]paracyclophane
  参考文献：
  名称：

  Multiple Electrophilic Substitution of 1,1,2,2,9,9,10,10-Octafluoro[2.2]paracyclophane

  摘要：

  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.

  DOI：

  10.1021/jo000436x

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。
• 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.