perfluoro(t-butyl) caesium | 36714-72-4

• 英文名称: perfluoro(t-butyl) caesium
• CAS: 36714-72-4
• 化学式: C₄CsF₉
• 分子量: 351.935
• InChiKey: TWAWUGOAGBWIAW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  None
• 重原子数：
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• 可旋转键数：
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• 环数：
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• sp3杂化的碳原子比例：
  None
• 拓扑面积：
  None
• 氢给体数：
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• 氢受体数：
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反应信息

• 作为反应物：
  描述：

  perfluoro(t-butyl) caesium 、 二氯甲基醚 以 二乙二醇 为溶剂， 以71%的产率得到bis-(3,3,3-trifluoro-2,2-bis-trifluoromethyl-propyl) ether
  参考文献：
  名称：

  Makarov, K. N.; Abroskina, T. N.; Cheburkov, Yu. A., Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, 1976, p. 922 - 924

  摘要：

  DOI：
• 作为产物：
  描述：

  全氟异丁烯 、 cesium fluoride 生成 perfluoro(t-butyl) caesium
  参考文献：
  名称：

  Delyagina, N. I.; Dyatkin, B. L.; Knunyants, I. L., Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, 1974, p. 1594

  摘要：

  DOI：

文献信息

• Direct observation of simple fluorinated carbanions
  作者：Andrew E. Bayliff、Martin R. Bryce、Richard D. Chambers、Raymond S. Matthews

  DOI：10.1039/c39850001018

  日期：——

  Simple perfluorinated carbanions are generated and observed by 19F and 13C n.m.r. spectroscopy; curious low-field shifts are observed for sites adjacent to the charged centres.

  生成简单的全氟化碳负离子，并通过19 F和13 C nmr光谱进行观察；在靠近收费中心的地点，观察到奇怪的低场频移。
• High‐Contrast and Fast‐Removable ¹⁹F‐MRI Labels with Perfluoro‐<i>tert</i>‐Butyl Substituents
  作者：Lev L. Gervits、Andrey L. Sigan、Alina A. Markova、Mikhail V. Gulyaev、Olga S. Pavlova、Ratislav M. Ozhiganov、Yury A. Pirogov

  DOI：10.1002/cmdc.202300239

  日期：2023.9.15

  ¹⁹F MRI is a unique technique for tracking and quantifying the indicator (¹⁹F‐MRI label) in vivo without the use of ionizing radiation. Here we report new ¹⁹F‐MRI labels, which are compounds with perfluoro‐tert‐butyl groups: 1,2‐bis(perfluoro‐tert‐butoxy)ethane (C₁₀F₁₈H₄O₂) and 1,3‐bis(perfluoro‐tert‐butyl)propane (C₁₁F₁₈H₆). Both substances contain 18 equivalent ¹⁹F atoms, constituting 68.67 % and 71.25 % of the molecule, respectively. The emulsions with ¹⁹F molecules were prepared and used in ¹⁹F MRI studies in laboratory rats in vivo. The substances demonstrated high contrast properties, good biological inertness and the ability to be rapidly eliminated from the body. We showed that at a dose of 0.34 mg/g of body weight in rats, the time for complete elimination of C₁₀F₁₈H₄O₂ and C₁₁F₁₈H₆ is ∼30 days. The results turned out to be promising for the use of the presented compounds in ¹⁹F MRI applications, especially since they are quite easy to synthesize.

  摘要 19F MRI 是一种无需使用电离辐射即可在体内跟踪和量化指示剂（19F-MRI 标签）的独特技术。我们在此报告新的 19F-MRI 标签，它们是带有全氟叔丁基的化合物：1,2-双（全氟叔丁氧基）乙烷（C10F18H4O2）和 1,3-双（全氟叔丁基）丙烷（C11F18H6）。这两种物质都含有 18 个等效的 19F 原子，分别占分子的 68.67% 和 71.25%。制备了含有 19F 分子的乳剂，并将其用于实验室大鼠体内的 19F MRI 研究。这些物质具有高对比度特性、良好的生物惰性和快速排出体外的能力。我们的研究表明，以大鼠体重 0.34 毫克/克的剂量计算，C10F18H4O2 和 C11F18H6 完全排出体外的时间为 30 天。研究结果表明，这些化合物很容易合成，因此有望用于 19F 磁共振成像。
• Fluorination Triggers Fluoroalkylation: Nucleophilic Perfluoro‐ <i>tert</i> ‐butylation with 1,1‐Dibromo‐2,2‐bis(trifluoromethyl)ethylene (DBBF) and CsF
  作者：Qian Wang、Quan Tao、Hui Dong、Chuanfa Ni、Xiaoming Xie、Jinbo Hu

  DOI：10.1002/anie.202113727

  日期：2021.12.20

  AbstractPerfluoro‐tert‐butylation reaction has long remained a challenging task. We now report the use of 1,1‐dibromo‐2,2‐bis(trifluoromethyl)ethylene (DBBF) as a practical reagent for perfluoro‐tert‐butylation reactions for the first time. Through a consecutive triple‐fluorination process with DBBF and CsF, the (CF3)3C− species can be liberated and observed, which is able to serve as a robust nucleophilic perfluoro‐tert‐butylating agent for various electrophiles. The power of this synthetic protocol is evidenced by the efficient synthesis of structurally diverse perfluoro‐tert‐butylated molecules. Multiple applications demonstrate the practicability of this method, as well as the superiority of perfluoro‐tert‐butylated compounds as sensitive probes. The perfluoro‐tert‐butylated product was successfully applied in 1H‐ and 19F‐magnetic resonance imaging (MRI) experiment with an ultra‐low field (ULF) MRI system.
• Kondratenko, N. V.; Popov, V. I.; Kolomeitsev, A. A., Journal of Organic Chemistry USSR (English Translation), 1980, vol. 16, p. 1049 - 1054
  作者：Kondratenko, N. V.、Popov, V. I.、Kolomeitsev, A. A.、Saenko, E. P.、Prezhdo, V. V.、et al.

  DOI：——

  日期：——
• Bayliff, Andrew E.; Chambers, Richard D., Journal of the Chemical Society. Perkin transactions I, 1988, p. 201 - 208
  作者：Bayliff, Andrew E.、Chambers, Richard D.

  DOI：——

  日期：——