Fluoroiodomethane is the halomethane with the formula FCH2I. Also classified as a fluoroiodocarbon (FIC), it is a colorless liquid. It is a reagent for the introduction of the fluoromethyl (FCH2) group.

Fluoroiodomethane
Names
Preferred IUPAC name
Fluoro(iodo)methane
Other names
Fluoroiodomethane
Fluoro-iodo-methane
Fluoromethyl iodide
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.201.539 Edit this at Wikidata
  • InChI=1S/CH2FI/c2-1-3/h1H2 checkY
    Key: XGVXNTVBGYLJIR-UHFFFAOYSA-N checkY
  • InChI=1/CH2FI/c2-1-3/h1H2
  • FCI
Properties
CH2FI
Molar mass 159.93 g/mol
Boiling point 53.4 °C (128.1 °F; 326.5 K)
Hazards
GHS labelling:
GHS06: Toxic
Danger
H301, H311, H330
P260, P264, P270, P271, P280, P284, P301+P310, P302+P352, P304+P340, P310, P312, P320, P321, P322, P330, P361, P363, P403+P233, P405, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Synthesis and uses

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It is prepared by fluorination of methylene iodide.[1]

Its isotopomer [18F]fluoroiodomethane is used for fluoromethylation of radiopharmaceuticals.

Additional reading

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  • Zheng L.; Berridge M. S. (January 2000). "Synthesis of [18F]fluoromethyl iodide, a synthetic precursor for fluoromethylation of radiopharmaceuticals". Applied Radiation and Isotopes. 52 (1): 55–61(7). doi:10.1016/S0969-8043(99)00061-5. PMID 10670923.
  • Chin F. T.; Morse Ch. L.; Shetty H. U.; Pike V. W. (December 2005). "Automated radiosynthesis of [18F]SPA-RQ for imaging human brain NK1 receptors with PET". Journal of Labelled Compounds and Radiopharmaceuticals. 49 (1): 17–31(15). doi:10.1002/jlcr.1016. Retrieved 2007-06-29.[dead link]
  • Tedder, J. M.; Sloan, J. P.; Walton, J. C. (1975). "Free Radical Addition to Olefins, Part XVII. Addition of Fluoroiodomethane to Fluoroethylenes". Journal of the Chemical Society: 1846–1850.

References

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  1. ^ Landelle, Gregory; Paquin, Jean-Francois (2011). "Fluoroiodomethane". Encyclopedia of Reagents for Organic Synthesis. e-EROS Encyclopedia of Reagents for Organic Synthesis. doi:10.1002/047084289X.rn01273. ISBN 978-0471936237.