氟试剂
| 氟试剂 | |||
|---|---|---|---|
| |||
| IUPAC名 1-(chloromethyl)-4-fluoro-1,4-diazonia | |||
| 别名 | F-TEDA 1-氯甲基-4-氟-1,4-氮𬭩双环[2.2.2]辛烷双(四氟硼酸盐) 氟化剂 | ||
| 识别 | |||
| CAS号 | 140681-55-6 
| ||
| PubChem | 2724933 | ||
| ChemSpider | 2007047 | ||
| SMILES |
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| InChI |
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| InChIKey | TXRPHPUGYLSHCX-UHFFFAOYAI | ||
| EINECS | 414-380-4 | ||
| 性质 | |||
| 化学式 | C7H14B2ClF9N2 | ||
| 摩尔质量 | 354.26 g·mol⁻¹ | ||
| 外观 | 无色固体 | ||
| 熔点 | 190 °C（463 K）（>80 °C时开始分解，实际熔点不明[1]） | ||
| 相关物质 | |||
| 相关化学品 | 1-氯甲基-1,4-二氮杂二环［2.2.2］辛烷氯化物 | ||
| 若非注明，所有数据均出自标准状态（25 ℃，100 kPa）下。 | |||
氟试剂（英语：Selectfluor），又名1-氯甲基-4-氟-1,4-氮𬭩双环[2.2.2]辛烷双(四氟硼酸盐)，是Air Products and Chemicals公司的商品名，在化学中用作氟供体试剂。它是杂环化合物DABCO的衍生物。它最初于1992年被报道，为无色固体。[2]它在有机氟化学中用作亲电氟化试剂。
制备
氟试剂可由下列方法制备：[2]
参考文献
- ^ 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.
- ^ 2.0 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.
拓展阅读
- Lal, G. S., J. Org. Chem. 1993, 58, 2791.
- Lal, G. S., Synth. Commun. 1995, 25 (5), 725.
- Banks, R. E.; Lawrence, N. J.; Popplewell, A. L., J. Chem. Soc., Chem. Commun. 1994, 343.
- Banks, R. E., J. Fluorine Chem. 1998, 87, 1.
- Zupan, M.; Iskra, J.; Stavber, S., J. Fluorine Chem., 1995, 70, 7.
- Matthews, D.P.; Miller, S. C.; Jarvi E. T.; Sabol, J. S.; McCarthy, J. R., Tettrahedron Lett. 1993, 34 (19), 3057.
- Brunaus, M.; Dell, C. P.; Owton, W. M., J. Fluorine Chem. 1994, 201.
- McClinton, M. A. ; Sik, V., J. Chem. Soc., Perkin Trans. I, 1992, 1891.
- Hodson, H. F.; Madge, D. J.; Slawin, A. N. Z.; Widdawson, D. A.; Williams, D. J., Tetrahedron, 1994, 50 (6), 1899.
- Stavber, S.; Zupan, M., J. Chem. Soc., Chem. Commun. 1994, 149.
- Stavber, S.; Sotler, J.; Zupan, M., Tettrahedron Lett. 1994, 35 (7), 1105.
专利文献
- 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"