Selectfluor?
Title: Selectfluor® (Air Prods. Chem.)
CAS Registry Number: 140681-55-6
CAS Name: 1-(Chloromethyl)-4-fluoro-1,4-diazoniabicyclo[2.2.2]octane bis[tetrafluoroborate(1-)]
Additional Names: F-TEDA-BF4
Molecular Formula: C7H14B2ClF9N2
Molecular Weight: 354.26
Percent Composition: C 23.73%, H 3.98%, B 6.10%, Cl 10.01%, F 48.27%, N 7.91%
Literature References: Electrophilic N-F fluorinating agent. Prepn: R. E. Banks, US 5086178 (1992 to Air Prods. Chem.); idem et al., J. Chem. Soc. Chem. Commun. 1992, 595; and applications as an electrophilic fluorinating agent: idem et al., J. Chem. Soc. Perkin Trans. 1 1996, 2069. X-ray crystal structure: idem et al., Acta Crystallogr. C49, 492 (1993). Review of properties and applications in organic synthesis: R. E. Banks, J. Fluorine Chem. 87, 1-17 (1998); of commercial development: J. J. Hart, R. G. Syvret, ibid. 100, 157-161 (1999); of applications and mechanism of fluorination: P. T. Nyffeler et al., Angew. Chem. Int. Ed. 44, 192-212 (2005).
Properties: White, free-flowing, non-hygroscopic crystalline solid, mp 225° (dec). Soly (g/l): water 176 (20°); acetonitrile 50. Slightly sol in lower alcohols, acetone. LD50 in male rats: 640 mg/kg orally; >2 g/kg dermally (Banks, 1998).
Melting point: mp 225° (dec)
Toxicity data: LD50 in male rats: 640 mg/kg orally; >2 g/kg dermally (Banks, 1998)
CAUTION: Exothermic decompn can occur at temp >80° (Banks, 1996).
Use: Mild, versatile fluorinating reagent used in pharmaceutical and agricultural applications.

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