八氟萘

化合物

八氟萘是一種有機化合物,為原子全部被取代的化合物,化學式為C10F8。它是單斜晶系的晶體,空間群P21/c[3]它可由八氯萘氟化鉀環丁碸中於235 °C反應製得。[4]全氟十氫萘在催化劑氯化汞的存在下可以被還原為八氟萘。[5]氯化銨的存在下,它可以被粉在氨水中還原為1,2,4,5,6,8-六氟萘。[6]

八氟萘
識別
CAS號 313-72-4  checkY
SMILES
 
  • Fc1c(F)c(F)c(F)c2c1c(F)c(F)c(F)c2F
性質
化學式 C10F8
摩爾質量 272.09 g·mol−1
密度 2.07 g·cm−3[1]
熔點 86—87 °C(359—360 K)[2]
沸點 207—209 °C(480—482 K)[2]
若非註明,所有數據均出自標準狀態(25 ℃,100 kPa)下。

參考文獻

  1. ^ Robbins, Andrew J.; Ng, William T. K.; Jochym, Dominik; Keal, Thomas W.; Clark, Stewart J.; Tozer, David J.; Hodgkinson, Paul. Combining insights from solid-state NMR and first principles calculation: applications to the 19F NMR of octafluoronaphthalene. Physical Chemistry Chemical Physics. 2007, 9 (19): 2389. ISSN 1463-9076. doi:10.1039/b701291h. 
  2. ^ 2.0 2.1 Yakobson, G. G.; Shteingarts, V. D.; Vorozhtsov, N. N., Jr. Synthesis of octafluoronaphthalene and decafluorodiphenyl. Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, 1964. 8: 1551. ISSN: 0002-3353.
  3. ^ Bagryanskaya, Irina Yu.; Gatilov, Yuri V.; Lork, Enno; Mews, Rüdiger; Shakirov, Makhmut M.; Watson, Paul G.; Zibarev, Andrey V. Molecular complexes of octafluoronaphthalene with acyclic and heterocyclic sulfur–nitrogen compounds. Journal of Fluorine Chemistry. 2002, 116 (2): 149–156. ISSN 0022-1139. doi:10.1016/S0022-1139(02)00127-6. 
  4. ^ Fuller, G. 1165. Preparation of polyfluoroaromatic compounds by the reaction of perhalogeno-aromatic compounds with potassium fluoride in sulpholan. Journal of the Chemical Society (Resumed). 1965: 6264. ISSN 0368-1769. doi:10.1039/jr9650006264. 
  5. ^ Jaqueline L. Kiplinger, Thomas G. Richmond. Group IV Metallocene-Mediated Synthesis of Fluoroaromatics via Selective Defluorination of Saturated Perfluorocarbons. Journal of the American Chemical Society. 1996-01, 118 (7): 1805–1806 [2021-01-09]. ISSN 0002-7863. doi:10.1021/ja952563u (英語). 
  6. ^ Sergey S. Laev, Vitalii D. Shteingarts. Reductive defluorination of perfluoroarenes by zinc in aqueous ammonia. Journal of Fluorine Chemistry. 1998-08, 91 (1): 21–23 [2021-01-09]. doi:10.1016/S0022-1139(98)00194-8. (原始內容存檔於2018-06-14) (英語).