Carbonyl fluoride

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Carbonyl fluoride
Structure of carbonyl fluoride
Space-filling model of the carbonyl fluoride molecule
Names
IUPAC name
Carbonyl difluoride
Other names
Fluorophosgene; Carbon difluoride oxide; Fluoromethanoyl fluoride
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.005.941
RTECS number FG6125000
UN number 2417
Properties
COF2
Molar mass 66.01 g mol−1
Appearance Colorless gas
Density 2.698 g/L (gas), 1.139 g/cm3 (liquid at melting point)
Melting point −111.26 °C (−168.27 °F; 161.89 K)
Boiling point −84.57 °C (−120.23 °F; 188.58 K)
reacts violently with water[1]
Vapor pressure 55.4 atm (20°C)[1]
Structure
C2v
0.95 D
Hazards
Main hazards Highly toxic (Often fatal), Water reactive
NFPA 704
Flammability code 0: Will not burn. E.g., water Health code 4: Very short exposure could cause death or major residual injury. E.g., VX gas Reactivity code 2: Undergoes violent chemical change at elevated temperatures and pressures, reacts violently with water, or may form explosive mixtures with water. E.g., phosphorus Special hazard W: Reacts with water in an unusual or dangerous manner. E.g., cesium, sodiumNFPA 704 four-colored diamond
Flash point Non-flammable
US health exposure limits (NIOSH):
PEL (Permissible)
none[1]
REL (Recommended)
TWA 2 ppm (5 mg/m3) ST 5 ppm (15 mg/m3)[1]
IDLH (Immediate danger)
N.D.[1]
Related compounds
Related compounds
Phosgene
Carbonyl bromide
Formyl fluoride
Thiocarbonyl chloride
Acetone
Urea
Carbonic acid
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Carbonyl fluoride is a chemical compound with the formula COF2. This gas, like its analog phosgene, is colourless and highly toxic. The molecule is planar with C2v symmetry.

Preparation and properties[edit]

Carbonyl fluoride is usually produced as a decomposition product of fluorinated hydrocarbons in the thermal decomposition thereof, for example from trifluoromethanol or tetrafluoromethane in the presence of water:

CF
4
+ H
2
O
COF
2
+ 2HF

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

CO + 2AgF
2
COF
2
+ 2AgF

Carbonyl fluoride is unstable in the presence of water, hydrolyzing to carbon dioxide and hydrogen fluoride:[2]

COF
2
+ H
2
O
CO
2
+ 2HF

Safety[edit]

Carbonyl fluoride is extremely poisonous with a threshold limit value of 2 ppm for short-term exposure.[3]

References[edit]

  1. ^ a b c d e "NIOSH Pocket Guide to Chemical Hazards #0108". National Institute for Occupational Safety and Health (NIOSH). 
  2. ^ M. W. Farlow; E. H. Man; C. W. Tullock (1960). "Carbonyl Fluoride". Inorganic Syntheses. 6: 155–158. doi:10.1002/9780470132371.ch48. 
  3. ^ "Carbonyl Fluoride". NIOSH Pocket Guide to Chemical Hazards. CDC Centers for Disease Control and Prevention. Retrieved 2013-09-10.