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Revision as of 10:48, 16 February 2012 editBeetstra (talk | contribs)Edit filter managers, Administrators172,031 edits Saving copy of the {{chembox}} taken from revid 477034665 of page Carbonyl_fluoride for the Chem/Drugbox validation project (updated: '').  Latest revision as of 19:56, 29 October 2024 edit Mondtaler (talk | contribs)182 edits Forgot this in my last editTag: 2017 wikitext editor 
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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.}}
{{chembox {{chembox
| Verifiedfields = changed
| verifiedrevid = 450901754
| Watchedfields = changed
| Name = Carbonyl fluoride
| verifiedrevid = 477163184
| ImageFileL1 = Carbonyl-fluoride-2D.png
| Name = Carbonyl fluoride
| ImageSizeL1 = 125px
| ImageNameL1 = Structure of carbonyl fluoride | ImageFileL1 = Carbonyl-fluoride-2D.png
| ImageFileR1 = Carbonyl-fluoride-3D-vdW.png | ImageNameL1 = Structure of carbonyl fluoride
| ImageFileR1 = Carbonyl-fluoride-3D-vdW.png
| ImageSizeR1 = 125px
| ImageNameR1 = Space-filling model of the carbonyl fluoride molecule | ImageNameR1 = Space-filling model of the carbonyl fluoride molecule
| IUPACName = Carbonyl difluoride | PIN = Carbonyl difluoride
| OtherNames = Fluorophosgene<br />Carbon difluoride oxide | OtherNames = {{ubl|Carbon difluoride oxide|Fluoromethanoyl fluoride|Fluorophosgene}}
| Section1 = {{Chembox Identifiers |Section1={{Chembox Identifiers
| SMILES = FC(F)=O | SMILES = FC(F)=O
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} | ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID = 9246 | ChemSpiderID = 9246
| InChI = 1/CF2O/c2-1(3)4 | InChI = 1/CF2O/c2-1(3)4
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| StdInChIKey = IYRWEQXVUNLMAY-UHFFFAOYSA-N | StdInChIKey = IYRWEQXVUNLMAY-UHFFFAOYSA-N
| CASNo = 353-50-4 | CASNo = 353-50-4
| CASNo_Ref = {{cascite|correct|CAS}} | CASNo_Ref = {{cascite|correct|CAS}}
| UNII_Ref = {{fdacite|correct|FDA}}
| RTECS = FG6125000
| UNII = 2NU89R5398
| UNNumber = 2417
| RTECS = FG6125000
| UNNumber = 2417
| PubChem = 9623
| EC_number = 206-534-2
}} }}
| Section2 = {{Chembox Properties |Section2={{Chembox Properties
| Formula = COF<sub>2</sub> | Formula = {{chem2|COF2}}
| C=1|O=1|F=2
| MolarMass = 66.01 g mol<sup>−1</sup>
| Appearance = Colorless gas | Appearance = Colorless gas
| Density = 2.698 g dm<sup>−3</sup> (gas) | Density = 2.698 g/L (gas), 1.139 g/cm<sup>3</sup> (liquid at melting point)
| Solubility = Reacts<ref name="PGCH" />
| Solubility =
| MeltingPtC = -111.26 | MeltingPtC = -111.26
| BoilingPtC = -84.57 | BoilingPtC = -84.57
| Odor = Pungent and very irritating<ref name=niosh></ref>
| VaporPressure = 55.4 atm (20°C)<ref name="PGCH" />
}} }}
| Section3 = {{Chembox Structure |Section3={{Chembox Structure
| MolShape = C<sub>2v</sub> | MolShape = C<sub>2v</sub>
| Dipole = 0.95 ] | Dipole = 0.95 ]
}} }}
| Section7 = {{Chembox Hazards |Section7={{Chembox Hazards
| ExternalMSDS = | ExternalSDS =
| MainHazards = Highly toxic (Often fatal), Water reactive | MainHazards = Very toxic, reacts with water to release ]
| FlashPt = Non-flammable | FlashPt = Non-flammable
| NFPA-H = 4 | NFPA-H = 4
| NFPA-F = 0 | NFPA-F = 0
| NFPA-R = 2 | NFPA-R = 2
| NFPA-O = | NFPA-S = W
| GHSPictograms = {{GHS05}}{{GHS06}}{{GHS08}}
| RPhrases =
| SPhrases = | GHSSignalWord = Danger
| HPhrases = {{H-phrases|290|314|330|370}}
}}
| PPhrases = {{P-phrases|234|260|261|264|270|271|280|284|301+330+331|303+361+353|304+340|305+351+338|307+311|310|311|320|321|363|390|403+233|404|405|410+403|501}}
| Section8 = {{Chembox Related
| PEL = none<ref name="PGCH">{{PGCH|0108}}</ref>
| Function =
| REL = TWA 2 ppm (5 mg/m<sup>3</sup>) ST 5 ppm (15 mg/m<sup>3</sup>)<ref name="PGCH" />
| OtherFunctn =
| IDLH = N.D.<ref name="PGCH" />
| OtherCpds = ]
}} }}
|Section8={{Chembox Related
| OtherFunction_label =
| OtherFunction =
| OtherCompounds = {{ubl|]|]|]|]|]|]|]}}
}}
}} }}

'''Carbonyl fluoride''' is a ] with the ] {{chem2|COF2|auto=1}}. It is a ]. This gas, like its analog ], is colourless and highly toxic. The molecule is ] with ''C''<sub>2v</sub> ], ]s of 1.174 Å (C=O) and 1.312 Å (C–F), and an F–C–F ] of 108.0°.<ref name="G&E">{{Greenwood&Earnshaw2nd|pages=304–305}}</ref>

==Preparation and properties==
Carbonyl fluoride is usually produced as a decomposition product of fluorinated hydrocarbons in the thermal decomposition thereof, for example from ] or ] in the presence of water:

:{{chem2|CF4 + H2O → COF2 + 2 HF}}

Carbonyl fluoride can also be prepared by reaction of phosgene with ] and the fluorination of ], although the latter tends to result in over-fluorination to ]. The fluorination of carbon monoxide with ] is convenient:

:{{chem2|CO + 2 AgF2 → COF2 + 2 AgF}}

Carbonyl fluoride is unstable in the presence of water, hydrolyzing to carbon dioxide and ]:<ref>{{ Cite book |author1=M. W. Farlow |author2=E. H. Man |author3=C. W. Tullock |title=Inorganic Syntheses | chapter = Carbonyl Fluoride | series = Inorganic Syntheses | year = 1960 | volume = 6 | pages = 155–158 | doi = 10.1002/9780470132371.ch48 |isbn=9780470132371 }}</ref>

:{{chem2|COF2 + H2O → CO2 + 2 HF}}

==Safety==
Carbonyl fluoride is very toxic with a ] of 2 ] as an 8-hour time weighted average and a 5 ppm as a short-term (15-minute average) exposure, where 1 ppm = 2.70 mg of carbonyl fluoride per 1 m<sup>3</sup> of air.<ref name=niosh>{{ cite web | url = https://www.cdc.gov/niosh/npg/npgd0108.html | publisher = CDC Centers for Disease Control and Prevention | work = NIOSH Pocket Guide to Chemical Hazards | title = Carbonyl Fluoride | access-date = 2013-09-10 }}</ref>

==References==
{{reflist}}

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