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{{ambox | text = This page contains a copy of the infobox ({{tl|chembox}}) taken from revid of page ] with values updated to verified values.}} |
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{{chembox |
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{{chembox |
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| Watchedfields = changed |
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| verifiedrevid = 444235496 |
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| verifiedrevid = 470614463 |
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| ImageFileL1 = Trifluoroiodomethane.png |
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| ImageFileL1 = Trifluoroiodomethane.png |
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| ImageSizeL1 = 110px |
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| ImageFileR1 = Trifluoroiodomethane-3D-vdW.png |
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| ImageFileR1 = Trifluoroiodomethane-3D-vdW.png |
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| PIN = Trifluoro(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) --> |
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| ImageSizeR1 = 120px |
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| OtherNames = Trifluoroiodomethane<br />Iodotrifluoromethane<br />Monoiodotrifluoromethane<br />Trifluoromethyl iodide<br />Perfluoromethyl iodide<br />Freon 13T1 |
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| IUPACName = Trifluoroiodomethane |
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|Section1={{Chembox Identifiers |
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| OtherNames = Iodotrifluoromethane, Monoiodotrifluoromethane, Trifluoromethyl iodide, Perfluoromethyl iodide, Freon 13T1 |
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| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |
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| Section1 = {{Chembox Identifiers |
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| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |
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| ChemSpiderID = 15962 |
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| ChemSpiderID = 15962 |
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| StdInChI_Ref = {{stdinchicite|correct|chemspider}} |
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| StdInChI_Ref = {{stdinchicite|correct|chemspider}} |
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| StdInChIKey = VPAYJEUHKVESSD-UHFFFAOYSA-N |
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| StdInChIKey = VPAYJEUHKVESSD-UHFFFAOYSA-N |
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| CASNo = 2314-97-8 |
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| CASNo = 2314-97-8 |
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| CASNo_Ref = {{cascite|correct|CAS}} |
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| CASNo_Ref = {{cascite|correct|CAS}} |
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| EINECS = 219-014-5 |
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| EINECS = 219-014-5 |
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| PubChem = 16843 |
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| PubChem = 16843 |
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| UNII_Ref = {{fdacite|correct|FDA}} |
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| UNII_Ref = {{fdacite|correct|FDA}} |
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| UNII = 42A379KB0U |
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| UNII = 42A379KB0U |
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| SMILES = FC(F)(F)I |
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| SMILES = FC(F)(F)I |
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| InChI = 1/CF3I/c2-1(3,4)5 |
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| InChI = 1/CF3I/c2-1(3,4)5 |
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| RTECS = PB6975000 |
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| RTECS = PB6975000 |
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}} |
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}} |
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| Section2 = {{Chembox Properties |
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|Section2={{Chembox Properties |
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| Formula = CF<sub>3</sub>I |
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| Formula = CF<sub>3</sub>I |
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| MolarMass = 195.91 g/mol |
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| MolarMass = 195.91 g/mol |
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| Appearance = Colorless odorless gas |
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| Appearance = Colorless odorless gas |
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| Density = 2.5485 g/cm<sup>3</sup> at -78.5 °C<br/>2.3608 g/cm<sup>3</sup> at -32.5 °C |
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| Density = 2.5485 g/cm<sup>3</sup> at -78.5 °C<br/>2.3608 g/cm<sup>3</sup> at -32.5 °C |
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| MeltingPt = -110 °C |
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| MeltingPtC = -110 |
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| BoilingPt = -22.5 °C |
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| BoilingPtC = -22.5 |
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| Solubility = Slightly |
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| Solubility = Slightly |
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| VaporPressure = 541 kPa |
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| VaporPressure = 541 kPa |
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| Section3 = {{Chembox Hazards |
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| EUClass = ] |
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| EUIndex = 602-086-00-0 |
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| RPhrases = {{R68}} |
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| SPhrases = {{S2}}, {{S36/37}} |
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| FlashPt = |
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|Section3={{Chembox Hazards |
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| GHSPictograms = {{GHS08}} |
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| GHSSignalWord = Warning |
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| HPhrases = {{H-phrases|341}} |
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| PPhrases = {{P-phrases|201|202|281|308+313|405|501}} |
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| FlashPt = |
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'''Trifluoroiodomethane''', also referred to as '''trifluoromethyl iodide''' is a ] with the formula CF<sub>3</sub>I. It is an experimental alternative to ] (CBrF<sub>3</sub>) in unoccupied areas.<ref>{{Cite web|url=http://www.afrlhorizons.com/Briefs/0012/ML0008.html|title=Halon Substitute Protects Aircrews and the Ozone Layer|last=Vitali|first=Juan|website=www.afrlhorizons.com|language=en-US|archive-url=https://web.archive.org/web/20070711055402/http://www.afrlhorizons.com/Briefs/0012/ML0008.html|archive-date=11 July 2007|url-status=dead|access-date=2017-09-06}}</ref> It would be used as a ] flooding agent for in-flight aircraft and electronic equipment fires. |
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==Chemistry== |
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It is used in the ]-catalyzed α-] of α,β-unsaturated ].<ref>{{Cite web|url=http://www.sigmaaldrich.com/catalog/product/aldrich/171441|title=Trifluoroiodomethane 171441|website=Sigma-Aldrich|access-date=2017-09-06}}</ref> |
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It can be used as a new generation fire extinguishing agent to replace Halon in fire protection systems.<ref>{{Cite web|url=http://www.beijingyuji.com/english/product/fluorine/Fire-Extinguishing-Agents/|title=Fire extinguishing agents trifluoroiodomethane/CF<sub>3</sub>I|website=beijingyuji|access-date=2018-09-20}}{{rs|date=August 2022}}</ref> The mechanism of extinguishing fires for CF<sub>3</sub>I is active and primarily based on interruption of the chain reaction in the combustion area of the flame by so-called "negative" catalytic action.<ref>{{Cite web|url=https://www.saval.nl/uploads/2017/08/CFI-rim-seal-fire-protection.pdf |
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|title=CFI rim seal fire protection for floating roof tanks|date=2018-09-20}}</ref> It is also used as an eco-friendly insulation gas to replace ] in electrical power industry.<ref>{{cite journal |last1=Katagiri |first1=H. |last2=Kasuya |first2=H. |last3=Mizoguchi |first3=H. |last4=Yanabu |first4=S. |title=Investigation of the Performance of CF<sub>3</sub>I Gas as a Possible Substitute for SF<sub>6</sub> |journal=] |date=October 2008 |volume=15 |issue=5 |pages=1424–1429 |doi=10.1109/TDEI.2008.4656252 |s2cid=21905295 }}</ref> |
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In the presence of sunlight or at temperatures above 100 °C it can react with water, forming hazardous by-products such as ] (HF), ] (HI) and ] (COF<sub>2</sub>).{{fact|date=August 2022}} |
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==Environmental effects== |
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Trifluoroiodomethane contains ], ], and ] atoms. Although iodine is several hundred times more efficient at destroying ] than chlorine, experiments have shown that because the weak C-I bond breaks easily under the influence of water (owing to the electron-attracting fluorine atoms), trifluoroiodomethane has an ozone depleting potential less than one-thousandth that of Halon 1301 (0.008-0.01). Its atmospheric lifetime, at less than 1 month, is less than 1 percent that of Halon 1301, and less even than ] formed from ]es. |
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There is, however, still the problem of the C-F bonds absorbing in the ].<ref>{{cite journal |last1=Shimanouchi |first1=T. |title=Tables of molecular vibrational frequencies. Consolidated volume II |journal=Journal of Physical and Chemical Reference Data |date=July 1977 |volume=6 |issue=3 |pages=993–1102 |doi=10.1063/1.555560 |bibcode=1977JPCRD...6..993S }}</ref> However, the IPCC has calculated the 100-year ] of trifluoroiodomethane to be 0.4 (i.e., 40% of that of CO<sub>2</sub>).<ref>{{Cite web|url=http://www.fmv.se/Global/Dokument/Engelska%20webben/Our%20activities/Enviromental%20work/Environmental%20criteria%20documents/121023/12FMV1533%202%201%20GWP%20eng.pdf|title=Listing of GWP Values as per Report IPCC WG1 AR4|last=Ramfjord|first=Birgit|date=2012-03-05|publisher=]|archive-url=https://web.archive.org/web/20160313122319/http://www.fmv.se/Global/Dokument/Engelska%20webben/Our%20activities/Enviromental%20work/Environmental%20criteria%20documents/121023/12FMV1533%202%201%20GWP%20eng.pdf|archive-date=13 March 2016|access-date=7 September 2017}}</ref> |
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==References== |
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{{reflist}} |
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==Further reading== |
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* {{cite book |doi=10.17226/11090 |title=Iodotrifluoromethane |year=2004 |pmid=25032315 |isbn=978-0-309-09307-1 |author1=National Research Council (US) Subcommittee on Iodotrifluoromethane |url=https://www.ncbi.nlm.nih.gov/books/NBK207825/ }} |
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* {{cite journal |last1=Solomon |first1=Susan |last2=Burkholder |first2=James B. |last3=Ravishankara |first3=A. R. |last4=Garcia |first4=Rolando R. |title=Ozone depletion and global warming potentials of CF<sub>3</sub>I |journal=Journal of Geophysical Research |date=1994 |volume=99 |issue=D10 |pages=20929 |doi=10.1029/94JD01833 |bibcode=1994JGR....9920929S }} |
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* {{cite journal |last1=Duan |first1=Y. Y. |last2=Shi |first2=L. |last3=Sun |first3=L. Q. |last4=Zhu |first4=M. S. |last5=Han |first5=L. Z. |title=Thermodynamic Properties of Trifluoroiodomethane (CF<sub>3</sub>I) |journal=International Journal of Thermophysics |date=1 March 2000 |volume=21 |issue=2 |pages=393–404 |doi=10.1023/A:1006683529436 |s2cid=118125837 }} |
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* {{cite journal |last1=Duan |first1=Yuan-Yuan |last2=Shi |first2=Lin |last3=Zhu |first3=Ming-Shan |last4=Han |first4=Li-Zhong |title=Surface tension of trifluoroiodomethane (CF<sub>3</sub>I) |journal=Fluid Phase Equilibria |date=January 1999 |volume=154 |issue=1 |pages=71–77 |doi=10.1016/S0378-3812(98)00439-7 }} |
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* {{cite journal |last1=Duan |first1=Y. Y. |last2=Sun |first2=L. Q. |last3=Shi |first3=L. |last4=Zhu |first4=M. S. |last5=Han |first5=L. Z. |title=Thermal Conductivity of Gaseous Trifluoroiodomethane (CF<sub>3</sub>I) |journal=Journal of Chemical & Engineering Data |date=1 September 1997 |volume=42 |issue=5 |pages=890–893 |doi=10.1021/je9700378 }} |
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* {{cite journal |last1=Duan |first1=Yuan-Yuan |last2=Shi |first2=Lin |last3=Zhu |first3=Ming-Shan |last4=Han |first4=Li-Zhong |title=Critical Parameters and Saturated Density of Trifluoroiodomethane (CF<sub>3</sub>I) |journal=Journal of Chemical & Engineering Data |date=1 May 1999 |volume=44 |issue=3 |pages=501–504 |doi=10.1021/je980251b }} |
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* {{cite book |last1=Markgraf |first1=Stewart J. |last2=Wells |first2=J. R. |last3=Wiseman |first3=Floyd L. |title=Chamber Studies of Photolysis and Hydroxyl Radical Reactions of Trifluoroiodomethane |date=30 April 1996 |id={{DTIC|ADA318474}} }} |
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==External links== |
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* {{cite book |doi=10.17226/11090 |title=Iodotrifluoromethane |year=2004 |pmid=25032315 |isbn=978-0-309-09307-1 |author1=National Research Council (US) Subcommittee on Iodotrifluoromethane |url=https://www.ncbi.nlm.nih.gov/books/NBK207825/ |chapter=Physical and Chemical Properties And Efficacy |pages=15–17 |chapter-url=https://www.ncbi.nlm.nih.gov/books/NBK207826/ }} |
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{{Halomethanes}} |
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{{fluorine compounds}} |
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