Fluoroiodomethane

Fluoroiodomethane
Names
	Preferred IUPAC name Fluoro(iodo)methane
	Other names Fluoroiodomethane; Fluoro-iodo-methane; Fluoromethyl iodide
Identifiers
CAS Number	373-53-5 ;
3D model (JSmol)	Interactive image;
ChemSpider	10329326 ;
ECHA InfoCard	100.201.539
PubChem CID	13981373;
CompTox Dashboard (EPA)	DTXSID00553763 ;
	InChI InChI=1S/CH2FI/c2-1-3/h1H2 Key: XGVXNTVBGYLJIR-UHFFFAOYSA-N ; InChI=1/CH2FI/c2-1-3/h1H2;
	SMILES FCI;
Properties
Chemical formula	CH2FI
Molar mass	159.93 g/mol
Boiling point	53.4 °C (128.1 °F; 326.5 K)
Hazards
	GHS labelling:
Pictograms
Signal word	Danger
Hazard statements	H301, H311, H330
Precautionary statements	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). verify (what is ?) Infobox references

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.

Synthesis and uses

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

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

Additional reading

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

^ 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.

This article about an organic halide is a stub. You can help Wikipedia by expanding it.

[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.

[1]

v t e Halomethanes
Unsubstituted	CH₄
Monosubstituted	CH₃F CH₃Cl CH₃Br CH₃I CH₃At
Disubstituted	CH₂F₂ CH₂ClF CH₂BrF CH₂FI CH₂Cl₂ CH₂BrCl CH₂ClI CH₂Br₂ CH₂BrI CH₂I₂
Trisubstituted	CHF₃ CHClF₂ CHBrF₂ CHF₂I CHCl₂F CHBrClF CHClFI CHBr₂F CHBrFI CHFI₂ CHCl₃ CHBrCl₂ CHCl₂I CHBr₂Cl CHBrClI CHClI₂ CHBr₃ CHBr₂I CHBrI₂ CHI₃
Tetrasubstituted	CF₄ CClF₃ CBrF₃ CF₃I CCl₂F₂ CBrClF₂ CClF₂I CBr₂F₂ CBrF₂I CF₂I₂ CCl₃F CBrCl₂F CCl₂FI CBr₂ClF C*BrClFI CClFI₂ CBr₃F CBr₂FI CBrFI₂ CFI₃ CCl₄ CBrCl₃ CCl₃I CBr₂Cl₂ CBrCl₂I CCl₂I₂ CBr₃Cl CBr₂ClI CBrClI₂ CClI₃ CBr₄ CBr₃I CBr₂I₂ CBrI₃ CI₄
* Chiral compound.

Names

Preferred IUPAC name Fluoro(iodo)methane
Other names Fluoroiodomethane Fluoro-iodo-methane Fluoromethyl iodide
Identifiers
CAS Number	373-53-5^Y
3D model (JSmol)	Interactive image
ChemSpider	10329326^Y
ECHA InfoCard	100.201.539
PubChem CID	13981373
CompTox Dashboard (EPA)	DTXSID00553763
InChI InChI=1S/CH2FI/c2-1-3/h1H2^Y Key: XGVXNTVBGYLJIR-UHFFFAOYSA-N^Y InChI=1/CH2FI/c2-1-3/h1H2
SMILES FCI
Properties
Chemical formula	CH₂FI
Molar mass	159.93 g/mol
Boiling point	53.4 °C (128.1 °F; 326.5 K)
Hazards
GHS labelling:
Pictograms
Signal word	Danger
Hazard statements	H301, H311, H330
Precautionary statements	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). Y verify (what is ^YN ?) Infobox references

Fluoroiodomethane

Synthesis and uses

Additional reading

References

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