2H,2H-nonafluoro-1-iodo-3-methylbutane | 756-84-3

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 有机碘化物
• 英文名称: 2H,2H-nonafluoro-1-iodo-3-methylbutane
• 英文别名: 2H,2H-Nonafluor-1-iod-3-methyl-butan；1-Iodo-3-(trifluoromethyl)-1,1,3,4,4,4-hexafluorobutane；1,1,1,2,4,4-hexafluoro-4-iodo-2-(trifluoromethyl)butane
• CAS: 756-84-3
• 化学式: C₅H₂F₉I
• 分子量: 359.961
• InChiKey: QPRAFKNITDFWSW-UHFFFAOYSA-N

物化性质

• 沸点：
  110.4±8.0 °C(Predicted)
• 密度：
  2.009±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  2H,2H-nonafluoro-1-iodo-3-methylbutane 在 五氟化锑 、 cesium fluoride 、 锌 作用下， 以 乙酸酐 为溶剂， 反应 8.0h， 生成 1-(2H-Hexafluoro-2-propyl)-3-hydrodecafluoro-2,2-dimethylcyclopentene
  参考文献：
  名称：

  高分子化学。第1部分。与六氟丙烯偏二氟乙烯弹性体有关的模型化合物

  摘要：

  与从CH导出的重要弹性体模型化合物2 2CF 2 / CFCF 3是从调聚物合成（CF 3）2 CF（CH 2 CF 2 Ñ I，通过联接和fluorodeiodination反应。这些模型，在反应用碱给出与聚合物的交联机理有关的信息以及限制其使用寿命的因素，并介绍了SbF 5在氟化单烯和二烯的合成中用于脱氢氟化的新用途。

  DOI：

  10.1016/s0022-1139(00)83069-9
• 作为产物：
  描述：

  偏氟乙烯 、 七氟-2-碘代丙烷 生成 2H,2H,4H,4H-undecafluoro-1-iodo-5-methylhexane 、 2H,2H-nonafluoro-1-iodo-3-methylbutane
  参考文献：
  名称：

  某些碳氟聚合物模型合成中的端粒化反应

  摘要：

  七氟-2-碘丙烷，iC 3 F 7 I，是与1，1-二氟乙烯和四氟乙烯进行端粒化反应时非常有效的链转移剂。报告了CF 3 I，C 2 F 5 I和nC 3 F 7 I与1,1-二氟乙烯以及nC 3 F 7 I与四氟乙烯的其他端粒化反应，并讨论了碘化物作为链转移剂的相对效率。端粒碘化物已覆盖到某些碳氟聚合物体系的有用模型中。顺式-（CF 3）2的立体定向合成报告了CF·CHCHF。

  DOI：

  10.1016/s0040-4020(01)98611-9

文献信息

• Fluoro-alkene forming eliminations using antimony pentafluoride
  作者：Glenn C. Apsey、Richard D. Chambers、Paolo Odello

  DOI：10.1016/0022-1139(96)03389-1

  日期：1996.4

  Reactions involving perfluoro-2-iodopropane and 1,1-difluoroethene, give telomers (1) and these telomer iodides are coupled to give [(CF3)2CF(CH2CF2)n−]2 (2). Fluorodeiodination gives a series of compounds (CF3)2CF(CH2CF2)nF (3). Lewis acid-induced eliminations from these systems is very effective using SbF5 and cyclisations can also be induced by this methodology. A series of conjugated polymers is

  涉及全氟-2-碘丙烷和1,1-二氟乙烯反应，得到调聚物（1）和这些调聚碘化物偶联，得到[（CF 3）2 CF（CH 2 CF 2）ñ - ] 2（2）。氟碘化作用产生一系列化合物（CF 3）2 CF（CH 2 CF 2）n F（3）。Lewis酸诱导的这些系统的消除使用SbF 5非常有效这种方法也可以诱导成环。通过将PVC，PVDF和聚三氟乙烯薄膜暴露于SbF 5蒸气中可获得一系列共轭聚合物。
• Controlled step-wise telomerization of vinylidene fluoride, hexafluoropropene and trifluoroethylene with iodofluorinated transfer agents
  作者：J. Balagué、B. Améduri、B. Boutevin、G. Caporiccio

  DOI：10.1016/s0022-1139(99)00287-0

  日期：2000.3

  Highly fluorinated cotelomers having the structure F(TFE)(w)(VDF)(x)(HFP)(y)(TrFE)(z)I containing one or several tetrafluoroethylene (TFE), vinylidene fluoride (or 1,1-difluoroethylene, VDF), hexafluoropropene (HFP) or trifluoroethylene (TrFE) base units were synthesized by thermal step-wise cotelomerization of these fluoroolefins with perfluoroalkyl iodides. H-1 and F-19 NMR allowed one to characterize these cotelomers and to assess the defects of chaining arid the molecular weights. While the monoadduct produced from VDF exclusively exhibits RFCH2CF2I structure, that prepared from TrFE was composed of RFCFHCF2I and RFCF2CFHI isomers, the ratio of which is directed from the electrophilicity of R-F* radical. The reactivity of the C-I bond in R-F-Q-CXY-I depends on the nature of the Q spacer and on the reactivity of the fluorinated monomer (e.g., thermal initiations of VDF, TrFE and HFP were efficient from 180, 195 and 210 degrees C, respectively). The mechanism of the addition of the radical generated from the iodinated transfer agent to the fluoroalkene is explained by means of its electrophilic attack to the more nucleophilic (i.e., the less electrophilic) side of the olefin. Ethylenation of these fluorocotelomers was successfully achieved from various initiations (thermal, redox or from peroxides) with best results from redox catalysis. Thermal properties of several fluorotelomers (glass transition temperatures, T-g and melting temperatures, T-m) were assessed. They were linked to the number of consecutive CF2 groups (for the crystalline zones) and bulky side groups which induced amorphous regions. (C) 2000 Elsevier Science S.A. All rights reserved.
• Synthesis of fluorinated telomers. Part 1. Telomerization of vinylidene fluoride with perfluoroalkyl iodides
  作者：J. Balague、B. Ameduri、B. Boutevin、G. Caporiccio

  DOI：10.1016/0022-1139(94)03120-o

  日期：1995.2

  Thermal and redox-induced telomerizations of vinylidene fluoride (VDF) with linear (n-C4F9I) or branched (i-C3F7I) perfluoroalkyl iodides have been performed. In both cases, thermal telomerizations led to telomeric-type distributions of the first five (from linear telogen) or the first three (from branched telogen) adducts produced, with better yields at higher temperatures. The redox-initiated telomerization was more selective since it led to the first two adducts only. For both reactions, mono- and di-adducts were isolated and characterized by H-1 and F-19 NMR spectroscopy. Interestingly, both the diadducts were composed of two isomers (i.e. the expected telomer and R(F)CH(2)CF(2)CF(2)CH(2)I). Two mechanisms are proposed and it is assumed that the products may be obtained either by chain propagation or by stepwise telomerization. In addition, attack of the electrophilic radical on the nucleophilic side of VDF is discussed.