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氟試劑

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氟試劑
IUPAC名
1-(chloromethyl)-4-fluoro-1,4-diazoniabicyclo[2.2.2]octane ditetrafluoroborate
別名 F-TEDA
1-氯甲基-4-氟-1,4-氮鎓雙環[2.2.2]辛烷雙(四氟硼酸鹽)
氟化劑
識別
CAS號 140681-55-6  checkY
PubChem 2724933
ChemSpider 2007047
SMILES
 
  • [B-](F)(F)(F)F.[B-](F)(F)(F)F.C1C[N+]2(CC[N+]1(CC2)CCl)F
InChI
 
  • 1/C7H14ClFN2.2BF4/c8-7-10-1-4-11(9,5-2-10)6-3-10;2*2-1(3,4)5/h1-7H2;;/q+2;2*-1
InChIKey TXRPHPUGYLSHCX-UHFFFAOYAI
EINECS 414-380-4
性質
化學式 C7H14B2ClF9N2
摩爾質量 354.26 g·mol⁻¹
外觀 無色固體
熔點 190 °C(463 K)(>80 °C時開始分解,實際熔點不明[1]
相關物質
相關化學品 1-氯甲基-1,4-二氮雜二環[2.2.2]辛烷氯化物
若非註明,所有數據均出自標準狀態(25 ℃,100 kPa)下。

氟試劑(英語:Selectfluor),又名1-氯甲基-4-氟-1,4-氮鎓雙環[2.2.2]辛烷雙(四氟硼酸鹽),是Air Products and Chemicals公司的商品名,在化學中用作供體試劑。它是雜環化合物DABCO的衍生物。它最初於1992年被報道,為無色固體。[2]它在有機氟化學中用作親電氟化試劑。

製備

[編輯]

氟試劑可由下列方法製備:[2]

F-TEDA-BF4 synthesis

參考文獻

[編輯]
  1. ^ Banks, R. Eric; Murtagh, Vincent; An, Ilhwan; Maleczka, Robert E. 1-(Chloromethyl)-4-fluoro-1,4-diazoniabicyclo[2.2.2]octane Bis(tetrafluoroborate). Encyclopedia of Reagents for Organic Synthesis. 2007. ISBN 978-0471936237. doi:10.1002/047084289X.rc116.pub2. 
  2. ^ 2.0 2.1 Banks, R. Eric; Mohialdin-Khaffaf, Suad N.; Lal, G. Sankar; Sharif, Iqbal; Syvret, Robert G. 1-Alkyl-4-fluoro-1,4-diazoniabicyclo[2.2.2]octane salts: a novel family of electrophilic fluorinating agents. Journal of the Chemical Society, Chemical Communications. 1992, (8): 595. doi:10.1039/C39920000595. 

拓展閱讀

[編輯]
  1. Lal, G. S., J. Org. Chem. 1993, 58, 2791.
  2. Lal, G. S., Synth. Commun. 1995, 25 (5), 725.
  3. Banks, R. E.; Lawrence, N. J.; Popplewell, A. L., J. Chem. Soc., Chem. Commun. 1994, 343.
  4. Banks, R. E., J. Fluorine Chem. 1998, 87, 1.
  5. Zupan, M.; Iskra, J.; Stavber, S., J. Fluorine Chem., 1995, 70, 7.
  6. Matthews, D.P.; Miller, S. C.; Jarvi E. T.; Sabol, J. S.; McCarthy, J. R., Tettrahedron Lett. 1993, 34 (19), 3057.
  7. Brunaus, M.; Dell, C. P.; Owton, W. M., J. Fluorine Chem. 1994, 201.
  8. McClinton, M. A. ; Sik, V., J. Chem. Soc., Perkin Trans. I, 1992, 1891.
  9. Hodson, H. F.; Madge, D. J.; Slawin, A. N. Z.; Widdawson, D. A.; Williams, D. J., Tetrahedron, 1994, 50 (6), 1899.
  10. Stavber, S.; Zupan, M., J. Chem. Soc., Chem. Commun. 1994, 149.
  11. Stavber, S.; Sotler, J.; Zupan, M., Tettrahedron Lett. 1994, 35 (7), 1105.

專利文獻

[編輯]
  • US 5459267  "1-substituted-4-fluoro-1,4-diazoniabicyclo[2.2.2]octane salts and their application as fluorinating agents"
  • US 55227493  "Fluorinated Sulfonamide Derivatives"
  • US 5086178  "Fluorinated Diazabicycloalkane Derivatives"
  • US 5473065  "Fluorinated Diazabicycloalkane Derivatives"
  • US 5442084  "Method of Selective Fluorination"