1-ChloroMethyl-4-fluoro-1,4-diazoniabicyclo[2.2.2]octane bis(tetrafluoroborate) #CAS140681-55-6

1-ChloroMethyl-4-fluoro-1,4-diazoniabicyclo[2.2.2]octane bis(tetrafluoroborate) #CAS140681-55-6

N-F type electrophilic fluorinating reagent, fluorinated organic heterocyclic compound, organic synthesis intermediate, pharmaceutical intermediate, agrochemical intermediate

UN3088, Class4.2 Self-heating Solid, Packing Group Ⅱ; GHS hazards: H302 Harmful if swallowed, H317 May cause an allergic skin reaction, H318 Causes serious eye damage, H412 Harmful to aquatic life with long lasting effects

HS Code:2933990090, other heterocyclic compounds with nitrogen hetero-atom(s) only

White to off-white crystalline powder at ambient temperature, no obvious odor; M.P.260℃(lit.), Density:1.71g/cm³@20℃; Soluble in acetonitrile, DMF, slightly soluble in acetone, methanol; Moisture sensitive, decomposes above 80℃ releasing toxic boron trifluoride gas; Excellent chemical stability, the most widely used electrophilic fluorinating reagent.

1-ChloroMethyl-4-fluoro-1,4-diazoniabicyclo[2.2.2]octane bis(tetrafluoroborate)(Selectfluor) is a white solid (mp 190 °C), stable in air and to moisture. It is a dicationic salt soluble in cold water or dilute hydrochloric acid. However, it decomposes in dilute sodium hydroxide and reacts with cold DMSO (rapidly and exothermally) and with DMF (slowly on heating). It is moderately soluble in acetonitrile but only slightly soluble in lower alcohols and acetone, which makes the former the solvent of choice. Occasionally, reactions in these solvents were accelerated by adding a small amount of water or trifluoroacetic acid. Bulk quantities of Selectfluor should be stored in a cool, dry place and not heated above 80 °C. Fainzil’berg et al. have measured the reduction potentials of Selectfluor and other N-F compounds. With a positive reduction potential, E1/2 ) 0.33 V, Selectfluor is predicted to be a more reactive fluorinating reagent than, e.g., N-fluorobenzenesulfonimide, with E1/2 ) -1.24 V[1].

Application of 1-ChloroMethyl-4-fluoro-1,4-diazoniabicyclo[2.2.2]octane bis(tetrafluoroborate)

It is mainly used as fluorinating agent to make single fluoridation with electronic double bond, silyl enol ether and enol lithium salt and so on. It can be used in the preparation of fluorinated steroid drugs, etc

Mild, versatile fluorinating reagent used in pharmaceutical and agricultural applications

Effective electrophilic fluorinating reagent for a wide variety of substrates such as aromatics, alkenes, carbohydrates, etc.

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