1,2,3,4,5-五氟-6-(三氟乙烯基)苯 | 652-23-3

• 物质功能分类: 化学试剂 - 有机试剂 - 烯烃（环状与无环状）
• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 1,2,3,4,5-五氟-6-(三氟乙烯基)苯
• 英文名称: perfluorostyrene
• 英文别名: octafluorostyrene；1,2,2-Trifluor-1-pentafluorphenyl-ethylen；2,3,4,5,6,7,8,8-Octafluor-styrol；Octafluorstyrol；Perfluorstyrol；1,2,3,4,5-pentafluoro-6-(1,2,2-trifluoroethenyl)benzene
• CAS: 652-23-3
• 化学式: C₈F₈
• 分子量: 248.075
• InChiKey: GZQZKLFXWPAMFW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  8

安全信息

• 海关编码：
  2903999090

反应信息

• 作为反应物：
  描述：

  1,2,3,4,5-五氟-6-(三氟乙烯基)苯 生成 perfluorobenzocyclobutene
  参考文献：
  名称：

  Brovko,V.V. et al., Journal of Organic Chemistry USSR (English Translation), 1974, vol. 10, p. 2396 - 2401

  摘要：

  DOI：
• 作为产物：
  描述：

  1,2,3,4,5-五氟-6-(1,1,3,3,3-五氟丙-1-烯-2-基)苯 在 四氟乙烯 、 五氯化磷 作用下， 反应 8.0h， 生成 1,2,3,4,5-五氟-6-(三氟乙烯基)苯
  参考文献：
  名称：

  Thermolytic transformations of polyfluoroorganic compounds

  摘要：

  The reaction of alpha,alpha-dichlorooctafluoroethylbenzene with tetrafluoroethylene as a source of difluorocarbene has been studied. The copyrolysis of these compounds gave not only the expected products, decafluoro-alpha-methylstyrene and alpha-chloroheptafluorostyrene, but also noticeable amounts of perfluoro-1-methylindan and perfluoro-7-methylbicyclo[4.3.0]nona-1,4,6-triene along with perfluoro-3-methylindene and octafluorostyrene. It has been suggested that indan and the triene are formed with the participation of the C6F5CClCF3 radical through sigmatropic shifts of fluorine atoms in the intermediate bicyclic compounds. The reaction of alpha,alpha-dichlorodecafluoropropylbenzene with tetrafluoroethylene afforded alpha-chloroheptafluorostyrene as the main product.

  DOI：

  10.1007/bf00697041

文献信息

• Palladium-Catalyzed Base-Free Suzuki-Miyaura Coupling Reactions of Fluorinated Alkenes and Arenes via a Palladium Fluoride Key Intermediate
  作者：Masato Ohashi、Hiroki Saijo、Mitsutoshi Shibata、Sensuke Ogoshi

  DOI：10.1002/ejoc.201201405

  日期：2013.1

  activation of fluorinated alkenes and arenes was developed. In this Pd-catalyzed Suzuki–Miyaura-type cross-coupling reaction, neither a base for enhancing the reactivity of the organoboron reagents nor a Lewis acid for promoting C–F bond activation was required. A fluoropalladium intermediate played an essential role in this reaction. In addition, a Ni(NHC) catalyst was efficient for C–C coupling through

  开发了一种通过氟化烯烃和芳烃的 C-F 活化与有机硼酸酯形成 C-C 键的新策略。在这种 Pd 催化的 Suzuki-Miyaura 型交叉偶联反应中，既不需要用于增强有机硼试剂反应性的碱，也不需要用于促进 C-F 键活化的路易斯酸。氟钯中间体在该反应中发挥了重要作用。此外，Ni(NHC)催化剂通过氟芳烃的C-F键活化对C-C偶联是有效的。
• Thermolytic transformations of polyfluoroorganic compounds XXIX. Formation of fluorine-containing styrenes by reactions of benzotrichloride and related compounds with dihalocarbene sources
  作者：K.V. Dvornikova、V.E. Platonov、G.G. Yakobson

  DOI：10.1016/s0022-1139(00)85196-9

  日期：1985.5

  Reactions of polyfluorobenzotrichlorides, benzotrichloride and α,α-dichloroperfluoroethylbenzene with sources of difluorocarbene and other dihalocarbenes lead to the formation of polyfluorostyrenes. Formation of polyfluorostyrenes is shown to proceed possibly by initial dihalocarbene insertion into the CCl bond of the benzylic position with subsequent dechlorination of the resulting product.

  多氟苯并三氯化物，苯并三氯化物和α，α-二氯全氟乙基苯与二氟卡宾和其他二卤卡宾的来源的反应导致形成多氟苯乙烯。已表明可能通过首先将二卤卡宾插入苄基位置的CCl键并随后将所得产物脱氯来进行聚氟苯乙烯的形成。
• Coupling Reactions of Chlorofluoro and Perfluoroalkyl Iodides
  作者：Ivan Wlassics、Vito Tortelli

  DOI：10.1135/cccc20081719

  日期：——

  Coupling reactions of chlorofluoro- and perfluoroalkyl iodides R_f-I with R_f = ClCF₂CFCl(CF₂)₃CF₂-, ClCF₂CFClO(CF₂)₃CF₂-, ClCF₂CFCl-, (CF₃)₂CF- , (CF₃)₂CFCF₂CF₂- in the presence of a zinc/solvent system give dimers in good yields. Both homodimerizations (one iodide) and heterodimerizations (two different iodides) have been studied. The effect of temperature and solvent is shown. The zinc mediated dechlorination of vicinal chlorine atoms in the dimers afforded terminal alkenes and dienes.

  氯氟烷基碘化物Rf-I与Rf = ClCF2CFCl（CF2）3CF2-，ClCF2CFClO（CF2）3CF2-，ClCF2CFCl-，（CF3）2CF-，（ ）2CFCF2CF2-在锌/溶剂体系存在下进行偶联反应，产生良好收率的二聚体。研究了同聚反应（一个碘化物）和异聚反应（两个不同的碘化物）。显示了温度和溶剂的影响。二聚体中邻位氯原子的锌介导脱氯反应产生了末端烯烃和二烯烃。
• Free-radical initiated addition of carbon tetrachloride to fluoro olefins
  作者：Loomis S. Chen

  DOI：10.1016/s0022-1139(00)82378-7

  日期：1990.5

  The reaction between carbon tetrachloride and unsymmetrical fluoro olefins, e.g. RCFCF2, where R=n−C5F11 and C6F5, has led to the addition product, RCFClCF2CCl3. Addition was apparently unidirectional under the conditions used since the isomeric adduct RCF(CCl3)CF2Cl could not be detected. The effects of experimental conditions such as free radical initiators, temperature, and time are discussed for

  四氯化碳和氟不对称烯烃，例如RCFCF之间的反应2，其中R =正-C 5 ˚F 11和C 6 ˚F 5，导致了加成产物，RCFClCF 2的CCl 3。由于不能检测到异构加合物RCF（CCl 3）CF 2 Cl，因此在所使用的条件下添加显然是单向的。对于所研究的不同反应，讨论了实验条件如自由基引发剂，温度和时间的影响。建议为这些添加添加一种可能的机制。
• Gmelin Handbuch der Anorganischen Chemie, Gmelin Handbook: F: PerFHalOrg.4, 2.2.4, page 68 - 115
  作者：

  DOI：——

  日期：——