3,3,4,4,5,5,6,6,6-nonafluoro-1-iodo-1-hexyne | 1070875-44-3

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 卤代乙炔及其衍生物
• 英文名称: 3,3,4,4,5,5,6,6,6-nonafluoro-1-iodo-1-hexyne
• 英文别名: 1-iodo-1-perfluorohexyne；1-Iodoperfluorohexyne；3,3,4,4,5,5,6,6,6-nonafluoro-1-iodohex-1-yne
• CAS: 1070875-44-3
• 化学式: C₆F₉I
• 分子量: 369.956
• InChiKey: PBKDDTDLYJFKTJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 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：

  3,3,4,4,5,5,6,6,6-nonafluoro-1-iodo-1-hexyne 在 copper(l) iodide 、 三乙胺 、 二异丙胺 作用下， 以 乙醚 、 二氯甲烷 为溶剂， 反应 7.0h， 生成 1H,1H,2H,2H-perfluoro-3,5-decadiynyl acrylate
  参考文献：
  名称：

  Synthesis of two new families of fluorinated compounds: 1H,1H,2H,2H-perfluoro-3,5-alkyldiynols and 1H,1H-perfluoro-2,4-alkyldiynols and their acrylates and methacrylates

  摘要：

  The synthesis of two new families of compounds, 1H,1H,2H,2H-perfluoro-3,5-alkyldiynols and 1H,1H-perfluoro-2,4-alkyldiynols, and their acrylates and methacrylates, precursors of polymeric systems with important physical properties, is described. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2004.03.053
• 作为产物：
  描述：

  3,3,4,4,5,5,6,6,6-nonafluorohex-1-yne 在 氢氧化钾 、 碘 作用下， 以 甲醇 、 乙腈 为溶剂， 反应 0.5h， 生成 3,3,4,4,5,5,6,6,6-nonafluoro-1-iodo-1-hexyne
  参考文献：
  名称：

  （全氟烷基）炔烃与碘及其某些衍生物的反应

  摘要：

  碘和某些衍生物（例如ICI，ICN和IF）在相对温和的条件下与（全氟烷基）炔烃R F – C C–H反应，以区域特异性地提供相应的1-碘全氟烯烃。

  DOI：

  10.1039/c39850000817

文献信息

• The preparation of HCF2CdX and HCF2ZnX via direct insertion into the carbon halogen bond of CF2HY (Y=Br, I)
  作者：Donald J. Burton、Greg A. Hartgraves

  DOI：10.1016/j.jfluchem.2007.05.015

  日期：2007.10

  The difluoromethylcadmium and zinc reagents have been prepared in DMF via direct insertion of Cd-0 into the carbon halogen bond of CF2HY (Y = Br, I). These reagents are stable at 65-75 degrees C and exhibit prolonged stability and activity at room temperature. Metathesis of the difluoromethylcadmium reagents with Cu(I)X (X = Br, Cl) at -55 degrees C rapidly produces difluoromethylcopper. The copper reagent is significantly less stable than the cadmium or zinc reagent and rapidly decomposes at room temperature. The difluoromethylcadmium and copper reagents exhibit good reactivity with allylic halides, propargylic derivatives and 1-iodoalkynes to provide good yields of the corresponding difluoromethylalkenes, difluoromethylallenes and difluoromethyl-2-alkynes. Alkylation is successful only with reactive alkyl halides. Generally, the difluoromethylcopper reagent is more reactive than the difluoromethylcadmium reagent and generally exhibits higher regioselectivity in reactions that can occur by either alpha- or -gamma-attack. (C) 2007 Elsevier B.V. All rights reserved.
• Stereoselective Synthesis of (<i>Z</i>)-Perfluoroalkyl-1-iodo-1-triisopropyl Silylalkenes: A Convenient Route to Perfluoroalkyl-Substituted Unsaturated Synthons
  作者：Juan Francisco Chesa、Dolores Velasco、Francisco López-Calahorra

  DOI：10.1080/00397910903161843

  日期：2010.5.19

  The quantitative and fully stereoselective synthesis of (Z)-perfluoroalkyl-1-iodo-1-triisopropylsilylalkenes and their easy, high-yielding transformation into the corresponding 1-iodo-2-perfluoroacetylenes and (Z)-2-perfluoroalkyl-1-iodo-1-alkenes, compounds of interest as synthons for classical organometallic chemistry or for metal-catalyzed coupling reactions, are discussed.