1-氯甲基-4-氟-1,4-重氮化二环2.2.2辛烷双(四氟硼酸盐)

• 产品号: L17003
• CAS号: 140681-55-6
• 分子式: C7H14B2ClF9N2
• 分子量: 354.2600888
• 纯 度: 98+%

产品别名

• 标题: 1-Chloromethyl-4-fluoro-1,4-diazoniabicyclo[2.2.2]octane bis(tetrafluoroborate)
• IUPAC标准名: 4-(chloromethyl)-1-fluoro-1,4-diazabicyclo[2.2.2]octane-1,4-diium; bis(tetrafluoroboranuide)
• IUPAC传统名: 4-(chloromethyl)-1-fluoro-1,4-diazabicyclo[2.2.2]octane-1,4-diium ditetrafluoroborate
• 别名: SELECTFLUOR Fluorinating Reagent; F-TEDA-BF4

产品登记号

• EC号: 414-380-4
• CAS号: 140681-55-6
• MDL号: MFCD00142607

产品性质

• 纯度: 98+%
• 熔点: ca 250°C dec.
• GHS危险声明: H318-H302-H317-H313-H402-H412
• 欧盟危险性物质标志: X
• GHS警示性声明: P261-P280-P273-P270-P305+P351+P338
• 危险公开号: 22-41-43-52/53
• 安全公开号: 21-26-36/37/39-61
• TSCA收录: 是
• 联合国危险货物等级: 4.2
• 联合国危险货物编号: UN3088
• 联合国危险货物包装类别(PG): II

参考文献

• SELECTFLUOR is a registered trademark of Air Products & Chemicals Inc.
• Stabilized carbanions can be selectively mono- or difluorinated: J. Chem. Soc., Chem. Commun., 343 (1994); Tetrahedron, 51, 3587 (1995). Fluorinated steroids have been prepared from enol acetates or silyl enol ethers: J. Org. Chem., 58, 2791 (1993). 5-Fluoropyrimidine nucleosides can be obtained by treatment of protected nucleosides with the reagent in the presence of water or methanol, followed by elimination of the resulting fluorohydrin derivative: J. Org. Chem., 60, 7340 (1995).
• For application to N-fluorination of amines, see: Chem. Commun., 1196 (2001). Review of mechanistic insight and applications of the reagent: Angew. Chem. Int Ed., 44, 192 (2005).Brief feature on uses in synthesis: Synlett, 807 (2006). Review of electrophilic N-F fluorinating agents: Chem. Rev., 96, 1737 (1996).
• Water- and organic-soluble reagent developed by R. E. Banks and co-workers for electrophilic fluorination of a variety of substrates under mild conditions: USP 5,086,178 (1992 to Air Products & Chemicals, Inc.); review: J. Fluorine Chem., 87, 1 (1998). In acetonitrile, activated aromatics can be fluorinated in good yield: J. Chem. Soc., Perkin 1., 2069 (1996). Less active substrates can be fluorinated in the presence of triflic acid: Israel J. Chem., 39, 207 (1999). In acetonitrile, vinylsilanes undergo fluorodesilylation to give vinyl fluorides with retention of configuration: Chem. Commun., 233 (2001).
• For use in the synthesis of fluorinated carbohydrates by reaction with glycals, see: J. Am. Chem. Soc., 119, 11743 (1997); J. Org. Chem., 64, 5264 (1999).