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Fluoroiodomethane

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CAS:373-53-5
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Related articles

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Fluoroiodomethane Basic information
Product Name:Fluoroiodomethane
Synonyms:Fluoroiodomethane 95%;Methane, fluoroiodo- (6CI,8CI,9CI);Fluoroiodomethane (ca. 2mol/L in Acetonitrile);Fluoromethyl iodide;Fluor(iod)methan;fluoro-iodo-methane
CAS:373-53-5
MF:CH2FI
MW:159.93
EINECS:
Product Categories:
Mol File:373-53-5.mol
Fluoroiodomethane Structure
Fluoroiodomethane Chemical Properties
Boiling point 53.4℃
density 2.366 g/cm3 (20 ºC)
refractive index 1.491 (589.3 nm 20℃)
form clear liquid
color Colorless to Light yellow
Stability:Volatile
InChIInChI=1S/CH2FI/c2-1-3/h1H2
InChIKeyXGVXNTVBGYLJIR-UHFFFAOYSA-N
SMILESC(F)I
CAS DataBase Reference373-53-5
Safety Information
HS Code 2903798000
MSDS Information
Fluoroiodomethane Usage And Synthesis
UsesFluoroiodomethane is an synthetic precursor for the fluoromethylation of radiopharmaceuticals.
Properties and ApplicationsFluoroiodomethane is a commercially available liquid with a boiling point of 53.4 °C. This reagent is easy to handle and represents a non-ozone-depleting alternative to the frequently used CFC (chlorofluorocarbons) and HBFC (hydrobromofluorocarbons). This reagent is featured by two carbon–halogen bonds (C–I and C–F) characterized by diverse reactivity. The bond dissociation energy (BDE) of C–I (233 kJ mol1) compared to that of the C–F bond (460 kJ mol1) enables a selective activation of CH2FI for multiple pathways delivering the fluoromethyl fragment unit. Indeed, the C–I bond can be engaged in lithium exchange protocols, transition-metal catalyzed reactions, nucleophilic substitutions, and radical pathways[1].
References[1] Marco Colella . “The synthetic versatility of fluoroiodomethane: recent applications as monofluoromethylation platform.” Organic Biomolecular Chemistry 20 23 (2022): Pages 4669-4680.
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