2-(4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-heptadecafluoro-2-iodo-undecyl)-isoindole-1,3-dione | 150225-20-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异吲哚及其衍生物
• 英文名称: 2-(4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-heptadecafluoro-2-iodo-undecyl)-isoindole-1,3-dione
• 英文别名: 3-perfluoro-octyl-2-iodopropane-1-N-phthalimide；2-(4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-Heptadecafluoro-2-iodoundecyl)isoindole-1,3-dione
• CAS: 150225-20-0
• 化学式: C₁₉H₉F₁₇INO₂
• 分子量: 733.163
• InChiKey: OQVUEMDULKHVKC-UHFFFAOYSA-N

物化性质

• 熔点：
  90-92 °C(Solv: methanol (67-56-1))
• 沸点：
  413.4±45.0 °C(Predicted)
• 密度：
  1.828±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  8.1
• 重原子数：
  40
• 可旋转键数：
  10
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  37.4
• 氢给体数：
  0
• 氢受体数：
  19

反应信息

• 作为反应物：
  描述：

  2-(4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-heptadecafluoro-2-iodo-undecyl)-isoindole-1,3-dione 在 palladium on activated charcoal 氢气 、 一水合肼 、 三乙胺 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 20.0 ℃ 、344.74 kPa 条件下， 反应 2.0h， 生成 4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-十七氟十一胺
  参考文献：
  名称：

  Improved synthesis of perfluorooctylpropyl amine

  摘要：

  Hydrazinolysis of N-perfluorooctylpropyl phthalimide is an easy route to scale up for the title compound. Both the alkylation of potassium phthalimide with perfluorooctylpropyl iodide and the hydrogenolysis of the adduct of perfluoroctyl iodide to N-allyl-phthalimide provide this amine precursor in good yields. The latter procedure, however, has a better atom economy, since it requires only three steps from perfluorooctyl iodide. (C) 2004 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2004.02.006
• 作为产物：
  描述：

  苯酐 、 alkaline earth salt of/the/ methylsulfuric acid 在 偶氮二异丁腈 、 溶剂黄146 作用下， 以 异辛烷 为溶剂， 反应 48.0h， 生成 2-(4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-heptadecafluoro-2-iodo-undecyl)-isoindole-1,3-dione
  参考文献：
  名称：

  Improved synthesis of perfluorooctylpropyl amine

  摘要：

  Hydrazinolysis of N-perfluorooctylpropyl phthalimide is an easy route to scale up for the title compound. Both the alkylation of potassium phthalimide with perfluorooctylpropyl iodide and the hydrogenolysis of the adduct of perfluoroctyl iodide to N-allyl-phthalimide provide this amine precursor in good yields. The latter procedure, however, has a better atom economy, since it requires only three steps from perfluorooctyl iodide. (C) 2004 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2004.02.006

文献信息

• Synthèse de diamines à chaînes perfluoroalkylées
  作者：Ph. Laurent、H. Blancou、A. Commeyras

  DOI：10.1016/s0022-1139(00)80091-3

  日期：1993.6

  The addition of R(F)I to N-allyl phthalimide, in the presence of zinc, in different solvents (CH2Cl2/protic agent) has been studied. Under appropriate conditions this reaction gives 3-F-alkyl-2-iodopropane-1-N-phthalimides or 2,3-bis(F-alkyl methyl)butane-1,4-di-N-phthalimides which are hydrolysed to the corresponding diamines.