1,2-Dichloro-1,1,2-trifluoroethane

Last updated
1,2-Dichloro-1,1,2-trifluoroethane
1,2-Dichloro-1,1,2-trifluoroethane.png
Names
Preferred IUPAC name
1,2-Dichloro-1,1,2-trifluoroethane
Other names
R-123a
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.005.955 OOjs UI icon edit-ltr-progressive.svg
EC Number
  • 206-549-4
PubChem CID
UNII
UN number 3163 1078
  • InChI=1S/C2HCl2F3/c3-1(5)2(4,6)7/h1H
    Key: YMRMDGSNYHCUCL-UHFFFAOYSA-N
  • C(C(F)(F)Cl)(F)Cl
Properties
C2HCl2F3
Molar mass 152.93 g·mol−1
Density 1.50
Melting point −78.0 °C (−108.4 °F; 195.2 K)
Boiling point 29.5 °C (85.1 °F; 302.6 K)
Vapor pressure 620.01 mmHg
9.55×10−2 atm-cu m/mole
1.327
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

1,2-Dichloro-1,1,2-trifluoroethane is a volatile liquid chlorofluoroalkane composed of carbon, hydrogen, chlorine and fluorine, and with structural formula CClF2CHClF. It is also known as a refrigerant with the designation R-123a. [1]

Contents

Formation

1,1,2-Trichloro-1,2,2-trifluoroethane can be biotransformed in sewage sludge to 1,2-dichloro-1,1,2-trifluoroethane. [2]

Properties

The critical temperature of R-123a is 461.6 K (188.5 °C; 371.2 °F). [3] The rotation of the molecule appears to be hindered by the present of chlorine on each carbon atom, but is eased at higher temperatures. [3]

Use

Although not deliberately used, R-123a is a significant impurity in its isomer, the widely used 2,2-dichloro-1,1,1-trifluoroethane (R-123). [3]

Related Research Articles

Chlorofluorocarbon Class of organic compounds commonly used as refrigerants

Chlorofluorocarbons (CFCs) and hydrochlorofluorocarbons (HCFCs) are fully or partly halogenated hydrocarbons that contain carbon (C), hydrogen (H), chlorine (Cl), and fluorine (F), produced as volatile derivatives of methane, ethane, and propane. They are also commonly known by the DuPont brand name Freon.

Chloroform, or trichloromethane, is an organic compound with formula CHCl3. It is a colorless, strong-smelling, dense liquid that is produced on a large scale as a precursor to PTFE. It is also a precursor to various refrigerants. It is one of the four chloromethanes and a trihalomethane. It is a powerful anesthetic, euphoriant, anxiolytic and sedative when inhaled or ingested.

Carbon tetrachloride Chemical compound

Carbon tetrachloride, also known by many other names (such as tetrachloromethane, also recognised by the IUPAC, carbon tet in the cleaning industry, Halon-104 in firefighting, and Refrigerant-10 in HVACR) is an organic compound with the chemical formula CCl4. It is a colourless liquid with a "sweet" smell that can be detected at low levels. It is practically not flammable at lower temperatures. It was formerly widely used in fire extinguishers, as a precursor to refrigerants and as a cleaning agent, but has since been phased out because of environmental and safety concerns. Exposure to high concentrations of carbon tetrachloride (including vapor) can affect the central nervous system and degenerate the liver and kidneys. Prolonged exposure can be fatal.

Dinitrogen pentoxide Chemical compound

Dinitrogen pentoxide is the chemical compound with the formula N2O5, also known as nitrogen pentoxide or nitric anhydride. It is one of the binary nitrogen oxides, a family of compounds that only contain nitrogen and oxygen. It exists as colourless crystals that melt at 41 °C. Its boiling point is 47 °C, and sublimes slightly above room temperature, yielding a colorless gas.

Halomethane compounds are derivatives of methane (CH4) with one or more of the hydrogen atoms replaced with halogen atoms (F, Cl, Br, or I). Halomethanes are both naturally occurring, especially in marine environments, and human-made, most notably as refrigerants, solvents, propellants, and fumigants. Many, including the chlorofluorocarbons, have attracted wide attention because they become active when exposed to ultraviolet light found at high altitudes and destroy the Earth's protective ozone layer.

Trihalomethanes (THMs) are chemical compounds in which three of the four hydrogen atoms of methane (CH4) are replaced by halogen atoms. Many trihalomethanes find uses in industry as solvents or refrigerants. THMs are also environmental pollutants, and many are considered carcinogenic. Trihalomethanes with all the same halogen atoms are called haloforms.

Dichlorodifluoromethane (R-12) is a colorless gas usually sold under the brand name Freon-12, and a chlorofluorocarbon halomethane (CFC) used as a refrigerant and aerosol spray propellant. Complying with the Montreal Protocol, its manufacture was banned in developed countries in 1996, and developing countries in 2010 out of concerns about its damaging effect on the ozone layer. Its only allowed usage is as fire retardant in submarines and aircraft. It is soluble in many organic solvents. R-12 cylinders are colored white.

1,1,1,2-Tetrafluoroethane (also known as norflurane (INN), R-134a, Freon 134a, Forane 134a, Genetron 134a, Green Gas, Florasol 134a, Suva 134a, or HFC-134a) is a hydrofluorocarbon (HFC) and haloalkane refrigerant with thermodynamic properties similar to R-12 (dichlorodifluoromethane) but with insignificant ozone depletion potential and a lower 100-year global warming potential (1,430, compared to R-12's GWP of 10,900). It has the formula CF3CH2F and a boiling point of −26.3 °C (−15.34 °F) at atmospheric pressure. R-134a cylinders are colored light blue. A phaseout and transition to HFO-1234yf and other refrigerants, with GWPs similar to CO2, began in 2012 within the automotive market.

Carbon tetrafluoride Chemical compound

Tetrafluoromethane, also known as carbon tetrafluoride or R-14, is the simplest perfluorocarbon (CF4). As its IUPAC name indicates, tetrafluoromethane is the perfluorinated counterpart to the hydrocarbon methane. It can also be classified as a haloalkane or halomethane. Tetrafluoromethane is a useful refrigerant but also a potent greenhouse gas. It has a very high bond strength due to the nature of the carbon–fluorine bond.

2,2-Dichloro-1,1,1-trifluoroethane Chemical compound

2,2-Dichloro-1,1,1-trifluoroethane or HCFC-123 is considered as an alternative to CFC-11 in low pressure refrigeration and HVAC systems, and should not be used in foam blowing processes or solvent applications.

In chemistry, a reaction intermediate or an intermediate is a molecular entity that is formed from the reactants and reacts further to give the directly observed products of a chemical reaction. Most chemical reactions are stepwise, that is they take more than one elementary step to complete. An intermediate is the reaction product of each of these steps, except for the last one, which forms the final product.

1,1,1-Trifluoroethane Chemical compound

1,1,1-Trifluoroethane, or R-143a or simply trifluoroethane, is a hydrofluorocarbon (HFC) compound that is a colorless gas. It should not be confused with the much more commonly used HFC gas R-134a, nor confused with the isomeric compound 1,1,2-trifluoroethane. 1,1,1-Trifluoroethane has a critical temperature of 73 °C.

Chlorotrifluoroethylene (CTFE) is a chlorofluorocarbon with chemical formula CFCl=CF2. It is commonly used as a refrigerant in cryogenic applications. CTFE has a carbon-carbon double bond and so can be polymerized to form polychlorotrifluoroethylene or copolymerized to produce the plastic ECTFE. PCTFE has the trade name Neoflon PCTFE from Daikin Industries in Japan, and used to be produced under the trade name Kel-F from 3M Corporation in Minnesota.

Dichlorofluoromethane Chemical compound

Dichlorofluoromethane or Freon 21 or R 21 is a halomethane or hydrochlorofluorocarbon with the formula CHCl2F. It is a colorless and odorless gas. It is produced by fluorination of chloroform using a catalyst such as antimony trifluoride:

1,1,2-Trichloro-1,2,2-trifluoroethane, also called trichlorotrifluoroethane or CFC-113, is a chlorofluorocarbon. It has the formula Cl2FC-CClF2. This colorless, volatile liquid is a versatile solvent.

Uranium hexachloride Chemical compound

Uranium hexachloride (UCl6) is an inorganic chemical compound of uranium in the +6 oxidation state. UCl6 is a metal halide composed of uranium and chlorine. It is a multi-luminescent dark green crystalline solid with a vapor pressure between 1-3 mmHg at 373.15 K. UCl6 is stable in a vacuum, dry air, nitrogen and helium at room temperature. It is soluble in carbon tetrachloride (CCl4). Compared to the other uranium halides, little is known about UCl6.

Xenon monochloride (XeCl) is an exciplex which is used in excimer lasers and excimer lamps emitting near ultraviolet light at 308 nm. It is most commonly used in medicine. Xenon monochloride was first synthesized in the 1960s. Its kinetic scheme is very complex and its state changes occur on a nanosecond timescale. In the gaseous state, at least two kinds of xenon monochloride are known: XeCl and Xe
2
Cl
, whereas complex aggregates form in the solid state in noble gas matrices. The excited state of xenon resembles halogens and it reacts with them to form excited molecular compounds.

1,2-Difluoroethane is a saturated hydrofluorocarbon containing an atom of fluorine attached to each of two carbons atoms. The formula can be written CH2FCH2F. It is an isomer of 1,1-difluoroethane. It has a HFC name of HFC-152 with no letter suffix. When cooled to cryogenic temperatures it can have different conformers, gauche and trans. In the liquid form these are about equally abundant and easily interconvert. As a gas it is mostly the gauche form.

The transient hot wire method (THW) is a very popular, accurate and precise technique to measure the thermal conductivity of gases, liquids, solids, nanofluids and refrigerants in a wide temperature and pressure range. The technique is based on recording the transient temperature rise of a thin vertical metal wire with infinite length when a step voltage is applied to it. The wire is immersed in a fluid and can act both as an electrical heating element and a resistance thermometer. The transient hot wire method has advantage over the other thermal conductivity methods, since there is a fully developed theory and there is no calibration or single-point calibration. Furthermore, because of the very small measuring time there is no convection present in the measurements and only the thermal conductivity of the fluid is measured with very high accuracy.

References

  1. Kubota, H.; Yamashita, T.; Tanaka, Y.; Makita, T. (May 1989). "Vapor pressures of new fluorocarbons". International Journal of Thermophysics. 10 (3): 629–637. Bibcode:1989IJT....10..629K. doi:10.1007/BF00507984. S2CID   122499503.
  2. Christian Balsiger; David Werner; Christof Holliger; Patrick Höhener (10 January 2005). "Reductive dechlorination of CFCs and HCFCs under methanogenic conditions" (PDF). Retrieved 15 July 2020.
  3. 1 2 3 Goodwin, A. R. H.; Moldover, M. R. (October 1991). "Thermophysical properties of gaseous refrigerants from speed‐of‐sound measurements. III. Results for 1,1‐dichloro‐2,2,2‐trifluoroethane (CHCl2‐CF3) and 1,2‐dichloro‐1,2,2‐trifluoroethane (CHClF‐CClF2)". The Journal of Chemical Physics. 95 (7): 5236–5242. Bibcode:1991JChPh..95.5236G. doi:10.1063/1.461831.