1,1,2-Trichloro-1,2,2-trifluoroethane

1,1,2-Trichloro-1,2,2-trifluoroethane

Names
IUPAC name 1,1,2-Trichloro-1,2,2-trifluoroethane
Other names CFC-113 Freon 113 Frigen 113 TR
Identifiers
CAS Number	76-13-1 Y
ChEMBL	ChEMBL478511 Y
ChemSpider	6188 Y
Jmol interactive 3D	Image
PubChem	6428
UNII	0739N04X3A Y
InChI InChI=1S/C2Cl3F3/c3-1(4,6)2(5,7)8 Y Key: AJDIZQLSFPQPEY-UHFFFAOYSA-N Y InChI=1/C2Cl3F3/c3-1(4,6)2(5,7)8 Key: AJDIZQLSFPQPEY-UHFFFAOYAE
SMILES ClC(F)(F)C(Cl)(Cl)F
Properties
Chemical formula	C2Cl3F3
Molar mass	187.376
Appearance	Colorless to water-white liquid[1]
Odor	like carbon tetrachloride[1]
Density	1.56 g/mL
Melting point	−35 °C (−31 °F; 238 K)
Boiling point	47.7 °C (117.9 °F; 320.8 K)
Solubility in water	170mg/L
Vapor pressure	285 mmHg (20°C)[1]
Hazards
Lethal dose or concentration (LD, LC):
LCLo (Lowest published)	250,000 ppm (mouse, 1.5 hr) 87,000 (rat, 6 hr)[2]
US health exposure limits (NIOSH):
PEL (Permissible)	TWA 1000 ppm (7600 mg/m3)[1]
REL (Recommended)	TWA 1000 ppm (7600 mg/m3) ST 1250 ppm (9500 mg/m3)[1]
IDLH (Immediate danger	2000 ppm[1]
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

Trichlorotrifluoroethane, also called 1,1,2-Trichloro-1,2,2-trifluoroethane or CFC-113 is a chlorofluorocarbon. It has the formula Cl₂FC-CClF₂. This colorless gas is a versatile solvent. It has attracted much attention for its role in the depletion of stratospheric ozone.^[3] The amount of CFC-113 in the atmosphere has remained at about 80 parts per trillion, since the early 1990s. It is isomeric with 1,1,1-Trichloro-2,2,2-trifluoroethane, known as CFC-113a, which has the structural formula CF₃-CCl₃. The Montreal Protocol in 1987 called for the phase out of all CFC’s, including CFC-113 by 2010.

Atmospheric reactions

CFC-113 is a very unreactive chlorofluorocarbon. It remains in the atmosphere about 90 years,^[4] sufficiently long that it will cycle out of the troposphere and into the stratosphere. In the stratosphere, CFC-113 can be broken up by ultraviolet radiation (where sunlight in the 190-225 nm (UV) range), generating chlorine radicals (Cl•), which initiate degradation of ozone requiring only a few minutes:^[5][6]

C₂F₃Cl₃ → C₂F₃Cl₂ + Cl•

Cl• + O₃ → ClO• + O₂

This will occur in only half a second. It is followed by:

ClO• + O → Cl• + O₂

The process regenerates Cl• to destroy more O₃. The Cl• thus is a catalyst, which destroy an average of 100,000 O₃ molecules during its atmospheric lifetime of 1–2 years. In some parts of the world, these reactions have significantly thinned the Earth's natural stratospheric ozone layer that shields the biosphere against solar UV radiation; increased UV levels at the surface can cause skin cancer or even blindness.^[7]

Uses

CFC-113 was one of the many CFCs that were produced to eliminate toxic and flammable substances in the areas that they were used. It has been used as a cooling agent in refrigerants and air conditioners, aerosol propellant, and a cleansing agent for electrical and electronic components.^[7] CFC-113 is one of the three most popular CFCs, along with CFC-11 and CFC-12 and saw much use in its time. CFC-113 is a refrigerant used in cooling systems. When it is in a gas form and compressed, it heats up, when it is expanded, it cools.^[8] CFC-113 also is a very volatile and apolar molecule so it was used as a foaming agent in the production of packaging material, insulation, foams for cushioning, and things like shoe soles. CFC-113 has such a low flammability and low toxicity that it was also used as a cleaner for delicate electrical equipment, fabrics, and even metals. It would not harm the product it was cleaning, ignite with a spark or react with other chemicals. CFC-113 in laboratory analytics has been replaced by other solvents.^[9]

See also

• 1,1,1-Trichloro-2,2,2-trifluoroethane

References