1,1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10-henicosafluoro-12-iodooctadecane | 129838-40-0

• 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: 1,1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10-henicosafluoro-12-iodooctadecane
• 英文别名: 2-iodo-1-perfluoro-n-decyl-1-octane
• CAS: 129838-40-0
• 化学式: C₁₈H₁₆F₂₁I
• 分子量: 758.196
• InChiKey: NVHAUPRAVYZZAV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  12
• 重原子数：
  40
• 可旋转键数：
  15
• 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：
  21

反应信息

• 作为反应物：
  描述：

  1,1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10-henicosafluoro-12-iodooctadecane 在 盐酸 、 锌 作用下， 以 丙醇 、 异辛烷 为溶剂， 生成 8-全氟癸基辛烷
  参考文献：
  名称：

  Structure of the Smectic B Phase Formed by Linear and Branched Perfluoroalkyl-Alkanes

  摘要：

  The structure of the smectic B phase formed by perfluorodecylalkanes has been analyzed through the synthesis of three molecules and a careful investigation of their mesophases. Molecules with C-8, C-10 and a branched C-11 alkyl chain were considered. The structure factor analysis of 001 reflexions is consistent with the picture of alternating electron rich and electron poor sublayers. A structural model with segregated perfluoroalkyl chains in the middle of the layer and disordered alkyl chains on each sides is proposed. This model is discussed in terms of space filling arguments: chain lengths, cross section compatibility in the layer and compactness. Infrared dichroic ratios of the CH2 and CF2 stretching modes confirm that perfluoroalkyl subunits are perpendicular to the S-B layer while alkyl ones, in a quasi molten state, fill the remaining layer space.

  DOI：

  10.1080/10587250108025759
• 作为产物：
  描述：

  辛烯 、 1-碘全氟癸烷 以 various solvent(s) 为溶剂， 反应 10.0h， 以61%的产率得到1,1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10-henicosafluoro-12-iodooctadecane
  参考文献：
  名称：

  碳-不饱和化合物与全氟烷基碘的有效光诱导碘过氟烷基化

  摘要：

  取决于所用光源的选择，各种不饱和化合物的光诱导碘全氟烷基化通过自由基机理有效地发生。当通过派热克斯（用氙灯照射ħ ν > 300纳米），末端烯烃（R-CH CH 2）和炔（R-C⋮CH）经历与iodoperfluoroalkylation全氟烷基碘（R ˚F -I）区域选择性地，提供R- CH（I）-CH 2 -R ˚F和-R C（I）-R CH ˚F，分别。在末端异位烯的情况下（R-CH C CH 2），光诱导的碘全氟烷基化选择性地发生在末端双键处，从而以良好的收率得到相应的β-全氟烷基化乙烯基碘（R-CH C（I）-CH 2 -R F）。乙烯基环丙烷（c -C 3 H 5 -C（R）CH 2）与R F -I的光引发反应是通过将环丙基羰基自由基中间体和相应的1,5-碘全氟烷基化产物（I -（CH 2）2 CH C（R）-CH 2 -R F）以高收率获得。异氰酸酯（R-NC），作为C-N不

  DOI：

  10.1021/jo0495889

文献信息

• Viney, C.; Twieg, R. J.; Russell, T. P., Molecular Crystals and Liquid Crystals (1969-1991), 1990, vol. 182, p. 291 - 297
  作者：Viney, C.、Twieg, R. J.、Russell, T. P.

  DOI：——

  日期：——
• An Efficient Photoinduced Iodoperfluoroalkylation of Carbon−Carbon Unsaturated Compounds with Perfluoroalkyl Iodides
  作者：Kaname Tsuchii、Motohiro Imura、Nagisa Kamada、Toshikazu Hirao、Akiya Ogawa

  DOI：10.1021/jo0495889

  日期：2004.10.1

  β-perfluoroalkylated vinylic iodides (R−CHC(I)−CH2−RF) in good yields. The photoinitiated reaction of vinylcyclopropanes (c-C3H5−C(R)CH2) with RF-I proceeds via the rearrangement of cyclopropylcarbinyl radical intermediates to the homoallylic radical intermediates, and the corresponding 1,5-iodoperfluoroalkylated products (I−(CH2)2CHC(R)−CH2−RF) are obtained in high yields. Isocyanides (R−NC), as C−N unsaturated

  取决于所用光源的选择，各种不饱和化合物的光诱导碘全氟烷基化通过自由基机理有效地发生。当通过派热克斯（用氙灯照射ħ ν > 300纳米），末端烯烃（R-CH CH 2）和炔（R-C⋮CH）经历与iodoperfluoroalkylation全氟烷基碘（R ˚F -I）区域选择性地，提供R- CH（I）-CH 2 -R ˚F和-R C（I）-R CH ˚F，分别。在末端异位烯的情况下（R-CH C CH 2），光诱导的碘全氟烷基化选择性地发生在末端双键处，从而以良好的收率得到相应的β-全氟烷基化乙烯基碘（R-CH C（I）-CH 2 -R F）。乙烯基环丙烷（c -C 3 H 5 -C（R）CH 2）与R F -I的光引发反应是通过将环丙基羰基自由基中间体和相应的1,5-碘全氟烷基化产物（I -（CH 2）2 CH C（R）-CH 2 -R F）以高收率获得。异氰酸酯（R-NC），作为C-N不
• Structure of the Smectic B Phase Formed by Linear and Branched Perfluoroalkyl-Alkanes
  作者：F. G. Tournilhac、P. Bassoul、R. Cortès

  DOI：10.1080/10587250108025759

  日期：2001.6.1

  The structure of the smectic B phase formed by perfluorodecylalkanes has been analyzed through the synthesis of three molecules and a careful investigation of their mesophases. Molecules with C-8, C-10 and a branched C-11 alkyl chain were considered. The structure factor analysis of 001 reflexions is consistent with the picture of alternating electron rich and electron poor sublayers. A structural model with segregated perfluoroalkyl chains in the middle of the layer and disordered alkyl chains on each sides is proposed. This model is discussed in terms of space filling arguments: chain lengths, cross section compatibility in the layer and compactness. Infrared dichroic ratios of the CH2 and CF2 stretching modes confirm that perfluoroalkyl subunits are perpendicular to the S-B layer while alkyl ones, in a quasi molten state, fill the remaining layer space.