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Revision as of 07:22, 3 August 2011 editLuckas-bot (talk | contribs)929,662 editsm r2.7.1) (robot Adding: tl:Fluoroiodomethane← Previous edit Latest revision as of 15:55, 31 October 2021 edit undoCipintina (talk | contribs)155 editsm →Synthesis and uses 
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{{chembox {{chembox
| Watchedfields = changed
| verifiedrevid = 400094258 | verifiedrevid = 442806496
| ImageFile = Fluoroiodomethane.png | ImageFile = Fluoroiodomethane Formula V1.svg
| ImageSize = 120px | ImageSize = 120px
| PIN = Fluoro(iodo)methane <!-- Parentheses are used according to Subsection P-16.5.1.3 of Nomenclature of Organic Chemistry – IUPAC Recommendations and Preferred Names 2013 (Blue Book) -->
| IUPACName = Fluoroiodomethane
| OtherNames = Fluoro-iodo-methane, Fluoromethyl iodide | OtherNames = Fluoroiodomethane<br />Fluoro-iodo-methane<br />Fluoromethyl iodide
| Section1 = {{Chembox Identifiers |Section1={{Chembox Identifiers
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} | ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID = 10329326 | ChemSpiderID = 10329326
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| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} | StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
| StdInChIKey = XGVXNTVBGYLJIR-UHFFFAOYSA-N | StdInChIKey = XGVXNTVBGYLJIR-UHFFFAOYSA-N
| CASNo_Ref = {{cascite|correct|??}}
| CASNo = 373-53-5 | CASNo = 373-53-5
| PubChem = | PubChem = 13981373
| SMILES = FCI | SMILES = FCI
| InChI = 1/CH2FI/c2-1-3/h1H2 | InChI = 1/CH2FI/c2-1-3/h1H2
}} }}
| Section2 = {{Chembox Properties |Section2={{Chembox Properties
| Formula = CH<sub>2</sub>FI | Formula = CH<sub>2</sub>FI
| MolarMass = 159.93 g/mol | MolarMass = 159.93 g/mol
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| Density = | Density =
| MeltingPt = | MeltingPt =
| BoilingPt = 53.4 °C | BoilingPtC = 53.4
| Solubility = | Solubility =
}} }}
| Section3 = {{Chembox Hazards |Section3={{Chembox Hazards
| MainHazards = | MainHazards =
| FlashPt = | FlashPt =
| Autoignition = | 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 a mixed ], more exactly ''fluoroiodocarbon'' (FIC). '''Fluoroiodomethane''' is the ] with the formula FCH<sub>2</sub>I. Also classified as a fluoroiodocarbon (FIC), it is a colorless liquid. It is a ] for the introduction of the fluoromethyl (FCH<sub>2</sub>) group.


==Synthesis and uses==
Fluoroiodomethane can be prepared from ].<ref></ref>
It is prepared by fluorination of ].<ref>{{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}}</ref>


Its ] fluoroiodomethane (] ) is a synthetic precursor for fluoromethylation of ]. Its ] fluoroiodomethane is used for fluoromethylation of ].


==Additional reading==
Also proposal of its use as a safe high-performance foam blowing agent exists.<ref></ref>
⚫ *{{cite journal |author1=Zheng L. |author2=Berridge M. S. | date = January 2000 | title = Synthesis of &#91;<sup>18</sup>F&#93;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 &#91;18F&#93;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 | access-date = 2007-06-29 }}{{dead link|date=February 2019|bot=medic}}{{cbignore|bot=medic}}
⚫ *{{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 }}


==Notes== ==References==
{{reflist}} {{reflist}}

==References==
⚫ *{{cite journal | author = Zheng L.; Berridge M. S. | date = January 2000 | title = Synthesis of &#91;<sup>18</sup>F&#93;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 | url = http://www.ingentaconnect.com/content/els/09698043/2000/00000052/00000001/art00061 | accessdate = 2007-06-29 }}
⚫ *{{cite journal | author = Chin F. T., Morse Ch. L., Shetty H. U., Pike V. W. | date = December 2005 | title = Automated radiosynthesis of &#91;18F&#93;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 | accessdate = 2007-06-29 }}
⚫ *{{cite journal | author = Tedder, J. M.; Sloan, J. P.; Walton, J. C. | date = 1975 | title = Free Radical Addition to Olefins, Part XVII. Addition of Fluoroiodomethane to Fluoroethylenes| journal = Journal of the Chemical Society | volume = | issue = | pages = 1846–1850 | pmid = | doi = | url = | accessdate = }}


{{Halomethanes}} {{Halomethanes}}
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{{organohalide-stub}} {{organohalide-stub}}

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