Fluoroiodomethane
{{chembox
| Watchedfields = changed
| verifiedrevid = 442806496
| ImageFile = Fluoroiodomethane Formula V1.svg
| ImageSize = 120px
| PIN = Fluoro(iodo)methane
| OtherNames = Fluoroiodomethane
Fluoro-iodo-methane
Fluoromethyl iodide
|Section1={{Chembox Identifiers
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID = 10329326
| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
| StdInChI = 1S/CH2FI/c2-1-3/h1H2
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
| StdInChIKey = XGVXNTVBGYLJIR-UHFFFAOYSA-N
| CASNo_Ref = {{cascite|correct|??}}
| CASNo = 373-53-5
| PubChem = 13981373
| SMILES = FCI
| InChI = 1/CH2FI/c2-1-3/h1H2
}}
|Section2={{Chembox Properties
| Formula = CH2FI
| MolarMass = 159.93 g/mol
| Appearance =
| Density =
| MeltingPt =
| BoilingPtC = 53.4
| Solubility =
}}
|Section3={{Chembox Hazards
| MainHazards =
| FlashPt =
| AutoignitionPt =
| GHSPictograms = {{GHS06}}
| GHSSignalWord = Danger
| HPhrases = {{H-phrases|301|311|330}}
| PPhrases = {{P-phrases|260|264|270|271|280|284|301+310|302+352|304+340|310|312|320|321|322|330|361|363|403+233|405|501}}
}}
}}
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.{{cite encyclopedia|chapter=Fluoroiodomethane|last1=Landelle|first1=Gregory|title=Encyclopedia of Reagents for Organic Synthesis|last2=Paquin|first2=Jean-Francois|encyclopedia=e-EROS Encyclopedia of Reagents for Organic Synthesis|year=2011|doi=10.1002/047084289X.rn01273|isbn=978-0471936237}}
Its isotopomer [18F]fluoroiodomethane is used for fluoromethylation of radiopharmaceuticals.
Additional reading
- {{cite journal |author1=Zheng L. |author2=Berridge M. S. | date = January 2000 | title = Synthesis of [18F]fluoromethyl iodide, a synthetic precursor for fluoromethylation of radiopharmaceuticals | journal = Applied Radiation and Isotopes | volume = 52 | issue = 1 | pages = 55–61(7) | pmid = 10670923 | doi = 10.1016/S0969-8043(99)00061-5 }}
- {{cite journal |author1=Chin F. T. |author2=Morse Ch. L. |author3=Shetty H. U. |author4=Pike V. W. | date = December 2005 | title = Automated radiosynthesis of [18F]SPA-RQ for imaging human brain NK1 receptors with PET | journal = Journal of Labelled Compounds and Radiopharmaceuticals | volume = 49 | issue = 1 | pages = 17–31(15) | doi = 10.1002/jlcr.1016 | url = http://www3.interscience.wiley.com/cgi-bin/abstract/112221807/ABSTRACT?CRETRY=1&SRETRY=0 | archive-url = https://archive.today/20121210043953/http://www3.interscience.wiley.com/cgi-bin/abstract/112221807/ABSTRACT?CRETRY=1&SRETRY=0 | url-status = dead | archive-date = December 10, 2012 | access-date = 2007-06-29 | url-access = subscription }}
- {{cite journal |author1=Tedder, J. M. |author2=Sloan, J. P. |author3=Walton, J. C. | date = 1975 | title = Free Radical Addition to Olefins, Part XVII. Addition of Fluoroiodomethane to Fluoroethylenes| journal = Journal of the Chemical Society | pages = 1846–1850 }}