[L17003] CAS 140681-55-6 | 1-Chloromethyl-4-fluoro-1,4-diazoniabicyclo[2.2.2]octane bis(tetrafluoroborate), 98+%

CAS : 140681-55-6
UN# : UN3088
MDL : MFCD00142607
Hazard Class : 4.2
EINECS : 414-380-4
Packing Group : II

Other name :

F-TEDA-BF4SELECTFLUORÂ Fluorinating Reagent

Chemical Properties

Formula : C7H14B2ClF9N2
Formula weight : 354.26
Melting Point : ca 250° dec.
Sensitivity : Ambient temperatures.
Form : Powder
Solubility : Soluble in water, acetonitrile, alcohol, acetone, dimethylformamide, pyridine and dimethylsulfoxide.

Literature References

SELECTFLUOR is a registered trademark of Air Products & Chemicals Inc. 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). 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 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). For application to N-fluorination of amines, see: Chem. Commun., 1196 (2001). Review of mechanistic insight and Application 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).

Notes

Moisture sensitive. Incompatible with strong oxidizing agents, reducing agents, strong acids and bases.Other References:UN#: UN3088

Grade Specifications

Grade Specifications

Hazard Statements : H318-H302-H317-H313-H402-H412Causes serious eye damage.Harmful if swallowed.May cause an allergic skin reaction.May be harmful in contact with skin.Harmful to aquatic life.Harmful to aquatic life with long lasting effects.
Precautionary Statements : P261-P280-P273-P270-P305+P351+P338Avoid breathing dust/fume/gas/mist/vapours/spray.Wear protective gloves/protective clothing/eye protection/face protection.Avoid release to the environment.Do not eat, drink or smoke when using this product.IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.