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Chlorodifluoromethane

Chlorodifluoromethane
Chlorodifluoromethane-2D-skeletal.png
Chlorodifluoromethane-3D-vdW.png
Names
Preferred IUPAC name
Chloro(difluoro)methane
Other names
Chlorodifluoromethane
Difluoromonochloromethane
Monochlorodifluoromethane
HCFC-22
R-22
Genetron 22
Freon 22
Arcton 4
Arcton 22
UN 1018
Difluorochloromethane
Fluorocarbon-22
Refrigerant 22
Identifiers
75-45-6 YesY
3D model (Jmol) Interactive image
ChEMBL ChEMBL116155 YesY
ChemSpider 6132 YesY
ECHA InfoCard 100.000.793
EC Number 200-871-9
KEGG C19361 N
PubChem 6372
RTECS number PA6390000
Properties
CHClF2
Molar mass 86.47 g/mol
Appearance Colorless gas
Odor sweetish
Density 3.66 kg/m3 at 15 °C, gas
Melting point −175.42 °C (−283.76 °F; 97.73 K)
Boiling point −40.7 °C (−41.3 °F; 232.5 K)
0.7799 vol/vol at 25 °C; 3.628 g/L
log P 1.08
Vapor pressure 908 kPa at 20 °C
0.033 mol.kg−1.bar−1
-38.6·10−6 cm3/mol
Structure
Tetrahedral
Hazards
Main hazards Dangerous for the environment (N), Central nervous system depressant, Carc. Cat. 3
R-phrases R59
S-phrases S23 S24 S25 S59
NFPA 704
Flammability (red): no hazard code Health code 1: Exposure would cause irritation but only minor residual injury. E.g., turpentine Reactivity code 1: Normally stable, but can become unstable at elevated temperatures and pressures. E.g., calcium Special hazards (white): no codeNFPA 704 four-colored diamond
Flash point nonflammable
632 °C (1,170 °F; 905 K)
US health exposure limits (NIOSH):
PEL (Permissible)
none
REL (Recommended)
TWA 1000 ppm (3500 mg/m3) ST 1250 ppm (4375 mg/m3)
IDLH (Immediate danger)
N.D.
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N  (what is YesYN ?)
Infobox references

Chlorodifluoromethane or difluoromonochloromethane is a hydrochlorofluorocarbon (HCFC). This colorless gas is better known as HCFC-22, or R-22. It is commonly used as a propellant and refrigerant. These applications are being phased out in developed countries due to the compound's ozone depletion potential (ODP) and high global warming potential (GWP), although global use of R-22 continues to increase because of high demand in developing countries. R-22 is a versatile intermediate in industrial organofluorine chemistry, e.g. as a precursor to tetrafluoroethylene. R-22 cylinders are colored light green.

Worldwide production of R-22 in 2008 was about 800 Gg per year, up from about 450 Gg per year in 1998, with most production in developing countries. R-22 use is increasing in developing countries, largely for air conditioning applications. Air conditioning sales are growing 20% annually in India and China.

R-22 is prepared from chloroform:

An important application of R-22 is as a precursor to tetrafluoroethylene. This conversion involves pyrolysis to give difluorocarbene, which dimerizes:

The compound also yields difluorocarbene upon treatment with strong base and is used in the laboratory as a source of this reactive intermediate.

The pyrolysis of R-22 in the presence of chlorofluoromethane gives hexafluorobenzene.

R-22 is often used as an alternative to the highly ozone-depleting CFC-11 and CFC-12, because of its relatively low ozone depletion potential of 0.055, among the lowest for chlorine-containing haloalkanes. However, even this lower ozone depletion potential is no longer considered acceptable.


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