全氟十二烷基碘 | 307-50-6

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 有机碘化物
• 中文名称: 全氟十二烷基碘
• 英文名称: perfluorododecyl iodide
• 英文别名: Tricosafluoroundecyl iodide；1,1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11-tricosafluoro-11-iodoundecane
• CAS: 307-50-6
• 化学式: C₁₁F₂₃I
• 分子量: 695.989
• InChiKey: TZOCNIUPCRBERM-UHFFFAOYSA-N

物化性质

• 沸点：
  113 °C(Press: 40 Torr)
• 密度：
  1.961±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  8.8
• 重原子数：
  35
• 可旋转键数：
  9
• 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：
  23

反应信息

• 作为反应物：
  描述：

  全氟十二烷基碘 在 偶氮二异丁腈 、 锌 作用下， 以 溶剂黄146 为溶剂， 生成 1H,1H,2H,2H-tricosafluoro-tridecan-1-ol
  参考文献：
  名称：

  Radical Addition of Iodoperfluoroalkanes to Vinyl and Allyl Monomers

  摘要：

  DOI：

  10.1021/jo01056a011
• 作为产物：
  描述：

  四氟乙烯 、 三氟碘甲烷 生成 全氟十二烷基碘
  参考文献：
  名称：

  769.碳氟自由基的反应。第十二部分。碳氟化合物以及完全氟化的碘代，溴代和氯代烷烃的合成

  摘要：

  DOI：

  10.1039/jr9530003761

文献信息

• A new method for the preparation of perfluorocarboxylic acids
  作者：Bing-Nan Huang、A. Haas、M. Lieb

  DOI：10.1016/s0022-1139(00)82053-9

  日期：1987.6

  perfluorocarboxylates [CF3(CF2)n-1CO2Na, n = 2 ∼ 11] in 51 – 86 % yields, and these were transformed to the respective perfluorocarboxylic acids [CF3(CF2)n−1CO2H, n = 2 ∼ 11] by treatment with sulfuric acid. This provides a new method for the synthesis of perfluorocarboxylic acids.

  伯全氟烷基碘化物和含3到12个碳原子的溴化物[CF 3（CF 2）n X，n = 2 -11，X = Br，I]与Rongalite-NaHCO 3试剂在偶极非质子传递溶剂中的反应，例如DMF或DMSO，已经过调查。反应以51-86％的收率得到全氟羧酸钠[CF 3（CF 2）n-1 CO 2 Na，n ＝ 2〜11]，并将它们转化为相应的全氟羧酸[CF 3（CF 2）n- 1 CO 2H，n = 2 11]通过硫酸处理。这提供了合成全氟羧酸的新方法。
• Stereoselective Fluoroalkylacylation of Alkynes via Cooperative <i>N</i>-Heterocyclic Carbene/Palladium Catalysis
  作者：Ying Huang、Xin-Han Wang、Chun-Lin Zhang、Song Ye

  DOI：10.1021/acs.orglett.4c00875

  日期：2024.4.26

  N-heterocyclic carbene- and palladium-catalyzed three-component reaction of alkynes with aldehydes and fluoroalkyl iodides is developed. A series of biologically valuable CF2R-incorporated α-substituted enones was obtained in moderate to good yields. This mild catalytic method exhibits exclusive regio- and stereoselectivity, excellent functional group tolerance, and a broad substrate scope including terminal

  在此，开发了一种协同N-杂环卡宾和钯催化的炔烃与醛和氟烷基碘化物的三组分反应。以中等至良好的产率获得了一系列具有生物价值的CF 2 R-掺入的α-取代烯酮。这种温和的催化方法表现出独特的区域选择性和立体选择性、优异的官能团耐受性以及包括末端和内部炔烃在内的广泛底物范围。机理研究表明，这种炔烃氟烷基酰化是通过自由基中继过程进行的，其中乙烯基碘作为假定的反应中间体。
• Practical Epoxidation of Olefins Using Air and Ubiquitous Iron-Based Fluorous Salen Complex
  作者：Yamato Kato、Miho Kanoh、Hina Kobayashi、Takayuki Shioiri、Masato Matsugi

  DOI：10.3390/molecules29050966

  日期：——

  potentially harmful oxidants was achieved using an oxidation method that integrated a fluorous iron(III) salen catalyst derived from common metals and pivalaldehyde. Several aromatic disubstituted olefins were converted into their corresponding epoxides with high efficiency and quantitative yields. This reaction represents an environmentally friendly oxidation process that utilizes an abundant source of air

  通过使用“空气”替代潜在有害的氧化剂来实现烯烃的环氧化，该氧化方法结合了源自普通金属和新戊醛的氟铁（III）salen催化剂。几种芳香族二取代烯烃被高效且定量地转化为相应的环氧化物。该反应代表了一种环境友好的氧化过程，它利用丰富的空气源并采用萨伦络合物形式的现成金属铁，使其成为一种环保的氧化反应。
• Polyfluoroalkylated tripyrazolylmethane ligands: Synthesis and complexes
  作者：Veronika Skalická、Markéta Rybáčková、Martin Skalický、Magdalena Kvíčalová、Josef Cvačka、Anna Březinová、Jan Čejka、Jaroslav Kvíčala

  DOI：10.1016/j.jfluchem.2011.04.010

  日期：2011.7

  Tripyrazolylmethanes represent a novel class of uncharged ligands analogous to charged tripyrazolylborates (scorpionates), which are isoelectronic and isolobal with cyclopentadienides. We report here a straightforward synthesis of the first polyfluoroalkylated tripyrazolylmethane ligands bearing C4F9-C12F25 ponytails, based on allylation/perfluoroalkylation/reduction sequence of transformations of 2,2,2-tripyrazol-1-ylethanol. Model complexation reactions of these ligands gave sandwich complexes of copper(II), nickel(II), cobalt(II) and iron(II), the structure of which was confirmed by detailed MS analysis, as well as by NMR spectroscopy for the fourth diamagnetic complex. Fluorophilicity of the ligands and their complexes peaks for C10F21 ponytail but lies below zero. (C) 2011 Elsevier B.V. All rights reserved.
• 769. Reactions of fluorocarbon radicals. Part XII. The synthesis of fluorocarbons and of fully fluorinated iodo-, bromo-, and chloroalkanes
  作者：R. N. Haszeldine

  DOI：10.1039/jr9530003761

  日期：——