Dichlorofluoromethane

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Dichlorofluoromethane
Dichlorofluoromethane.png
Names
Preferred IUPAC name
Dichloro(fluoro)methane
Other names
Dichlorofluoromethane
Fluorodichloromethane
Monofluorodichloromethane
Dichloromonofluoromethane
Freon 21
Refrigerant 21
R 21
HCFC 21
Algofrene Type 5
Arcton 7
Halon 112
UN 1029
Genetron 21
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
ECHA InfoCard 100.000.791 OOjs UI icon edit-ltr-progressive.svg
EC Number
  • 200-869-8
PubChem CID
RTECS number
  • PA8400000
UNII
UN number 1029
  • InChI=1S/CHCl2F/c2-1(3)4/h1H Yes check.svgY
    Key: UMNKXPULIDJLSU-UHFFFAOYSA-N Yes check.svgY
  • InChI=1/CHCl2F/c2-1(3)4/h1H
    Key: UMNKXPULIDJLSU-UHFFFAOYAU
  • ClC(Cl)F
Properties
CHCl2F
Molar mass 102.92 g/mol
AppearanceColorless gas
Odor Ether-like [1]
Density
  • 1.405 kg/m3 at 9 °C
  • 1.366 kg/m3 at 25 °C
Melting point −135 °C (−211 °F; 138 K)
Boiling point 8.92 °C (48.06 °F; 282.07 K)
9.420 g/L at 30 °C
log P 1.55
Vapor pressure 160 kPa
0.19 (mol·kg·bar)−1
−48.8·10−6 cm3/mol
Thermal conductivity 0.0086 W/m·K (300 K) [2]
Hazards
GHS labelling:
GHS-pictogram-exclam.svg
Warning
H420
P410+P403, P502
Flash point Non-flammable [1]
522 °C (972 °F; 795 K)
Lethal dose or concentration (LD, LC):
  • >800,000 mg/m3 (mouse, 2 hr)
  • 49,900 ppm (rat, 4 hr) [3]
  • 100,000 ppm (guinea pig, <1 hr)
  • 100,000 ppm (mouse, <1 hr) [3]
NIOSH (US health exposure limits):
PEL (Permissible)
TWA 1000 ppm (4200 mg/m3) [1]
REL (Recommended)
TWA 10 ppm (40 mg/m3) [1]
IDLH (Immediate danger)
5000 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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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: [4]

Contents

CHCl3 + HF → CHCl2F + HCl

Uses

Dichlorofluoromethane was used as a propellant and refrigerant. Due to its role in ozone depletion, dichlorofluoromethane has been largely phased out. It has ozone depletion potential 0.04. Production and consumption has been since 2004 reduced to 15% of level from 1989 and it is to be phased out in 2015 according to Montreal Protocol.

Pyrolysis of a mixture of dichlorofluoromethane and chlorofluoromethane gives hexafluorobenzene: [4]

3 CHCl2F + 3 CH2ClF → C6F6 + 9 HCl

Additional physical data

Its critical point is at 178.5 °C (451.7 K) and 5.17 MPa (51.7 bar). At temperatures from 5 K to 105 K, it has one phase in the space group Pbca.

Safety

Its toxicity is comparable to that of chloroform. Its TLV is 10 ppm. [4]

Related Research Articles

<span class="mw-page-title-main">Carbon tetrachloride</span> Carbon compound

Carbon tetrachloride, also known by many other names (such as carbon tet for short and tetrachloromethane, also recognised by the IUPAC), is a chemical compound with the chemical formula CCl4. It is a non-flammable, dense, colourless liquid with a "sweet" chloroform-like odour that can be detected at low levels. It was formerly widely used in fire extinguishers, as a precursor to refrigerants, an anthelmintic and a cleaning agent, but has since been phased out because of environmental and safety concerns. Exposure to high concentrations of carbon tetrachloride can affect the central nervous system and degenerate the liver and kidneys. Prolonged exposure can be fatal.

Bromomethane, commonly known as methyl bromide, is an organobromine compound with formula CH3Br. This colorless, odorless, nonflammable gas is produced both industrially and biologically. It is a recognized ozone-depleting chemical. It was used extensively as a pesticide until being phased out by most countries in the early 2000s. From a chemistry perspective, it is one of the halomethanes.

Bromotrifluoromethane, commonly referred to by the code numbers Halon 1301, R13B1, Halon 13B1 or BTM, is an organic halide with the chemical formula CBrF3. It is used for gaseous fire suppression as a far less toxic alternative to bromochloromethane.

<span class="mw-page-title-main">Dichloromethane</span> Chemical compound

Dichloromethane is an organochlorine compound with the formula CH2Cl2. This colorless, volatile liquid with a chloroform-like, sweet odor is widely used as a solvent. Although it is not miscible with water, it is slightly polar, and miscible with many organic solvents.

Chloromethane, also called methyl chloride, Refrigerant-40, R-40 or HCC 40, is an organic compound with the chemical formula CH3Cl. One of the haloalkanes, it is a colorless, sweet-smelling, flammable gas. Methyl chloride is a crucial reagent in industrial chemistry, although it is rarely present in consumer products, and was formerly utilized as a refrigerant. Most chloromethane is biogenic.

<span class="mw-page-title-main">1,1,1-Trichloroethane</span> Solvent, now banned for ozone depletion

The organic compound 1,1,1-trichloroethane, also known as methyl chloroform and chlorothene, is a chloroalkane with the chemical formula CH3CCl3. It is an isomer of 1,1,2-trichloroethane. A colourless and sweet-smelling liquid, it was once produced industrially in large quantities for use as a solvent. It is regulated by the Montreal Protocol as an ozone-depleting substance and as such use has declined since 1996. Trichloroethane should not be confused with the similar-sounding trichloroethene which is also commonly used as a solvent.

<span class="mw-page-title-main">Methyl formate</span> Chemical compound

Methyl formate, also called methyl methanoate, is the methyl ester of formic acid. The simplest example of a carboxylate ester, it is a colorless liquid with an ethereal odour, high vapor pressure, and low surface tension. It is a precursor to many other compounds of commercial interest.

<span class="mw-page-title-main">Bromoform</span> Chemical compound

Bromoform is an organic compound with the chemical formula CHBr3. It is a colorless liquid at room temperature, with a high refractive index and a very high density. Its sweet odor is similar to that of chloroform. It is one of the four haloforms, the others being fluoroform, chloroform, and iodoform. It is a brominated organic solvent. Currently its main use is as a laboratory reagent. It is very slightly soluble in water and is miscible with alcohol, benzene, chloroform, ether, petroleum ether, acetone and oils.

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. In compliance with the Montreal Protocol, its manufacture was banned in developed countries in 1996, and in developing countries in 2010 out of concerns about its damaging effect on the ozone layer. Its only allowed usage is as a fire retardant in submarines and aircraft. It is soluble in many organic solvents. R-12 cylinders are colored white.

Trichlorofluoromethane, also called freon-11, CFC-11, or R-11, is a chlorofluorocarbon (CFC). It is a colorless, faintly ethereal, and sweetish-smelling liquid that boils around room temperature. CFC-11 is a Class 1 ozone-depleting substance which damages Earth's protective stratospheric ozone layer. R-11 is not flammable at ambient temperature and pressure but it can become very combustible if heated and ignited by a strong ignition source.

The chemical compound 1,2-dichloroethane, commonly known as ethylene dichloride (EDC), is a chlorinated hydrocarbon. It is a colourless liquid with a chloroform-like odour. The most common use of 1,2-dichloroethane is in the production of vinyl chloride, which is used to make polyvinyl chloride (PVC) pipes, furniture and automobile upholstery, wall coverings, housewares, and automobile parts. 1,2-Dichloroethane is also used generally as an intermediate for other organic chemical compounds, and as a solvent. It forms azeotropes with many other solvents, including water and other chlorocarbons.

<span class="mw-page-title-main">Chlorodifluoromethane</span> Chemical propellant and refrigerant

Chlorodifluoromethane or difluoromonochloromethane is a hydrochlorofluorocarbon (HCFC). This colorless gas is better known as HCFC-22, or R-22, or CHClF
2
. It was commonly used as a propellant and refrigerant. These applications were phased out under the Montreal Protocol in developed countries in 2020 due to the compound's ozone depletion potential (ODP) and high global warming potential (GWP), and in developing countries this process will be completed by 2030. R-22 is a versatile intermediate in industrial organofluorine chemistry, e.g. as a precursor to tetrafluoroethylene.

1,2-Dichlorotetrafluoroethane, or R-114, also known as cryofluorane (INN), is a chlorofluorocarbon (CFC) with the molecular formula ClF2CCF2Cl. Its primary use has been as a refrigerant. It is a non-flammable gas with a sweetish, chloroform-like odor with the critical point occurring at 145.6 °C and 3.26 MPa. When pressurized or cooled, it is a colorless liquid. It is listed on the Intergovernmental Panel on Climate Change's list of ozone depleting chemicals, and is classified as a Montreal Protocol Class I, group 1 ozone depleting substance.

<span class="mw-page-title-main">1,2-Dichlorobenzene</span> Chemical compound

1,2-Dichlorobenzene, or orthodichlorobenzene (ODCB), is an aryl chloride and isomer of dichlorobenzene with the formula C6H4Cl2. This colourless liquid is poorly soluble in water but miscible with most organic solvents. It is a derivative of benzene, consisting of two adjacent chlorine atoms.

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Bromochloromethane or methylene bromochloride and Halon 1011 is a mixed halomethane. It is a heavy low-viscosity liquid with refractive index 1.4808.

<span class="mw-page-title-main">Vinyl fluoride</span> Chemical compound

Vinyl fluoride is an organic halide with the chemical formula C2H3F. It is a colorless gas with a faint ether-like odor. It is used as the monomeric precursor to the fluoropolymer polyvinylfluoride.

<span class="mw-page-title-main">Dibromodifluoromethane</span> Chemical compound

Dibromodifluoromethane is a mixed halomethane. It is a colorless non-flammable liquid. Along with Halons 1211, 2402, and 1301, it is one of the most effective fire extinguishers, however, it is also very toxic. It is a class I ozone depleting substance (ODS).

<span class="mw-page-title-main">Chloropentafluoroethane</span> Chemical compound

Chloropentafluoroethane is a chlorofluorocarbon (CFC) once used as a refrigerant and also known as R-115 and CFC-115. Its production and consumption has been banned since 1 January 1996 under the Montreal Protocol because of its high ozone depletion potential and very long lifetime when released into the environment. CFC-115 is also a potent greenhouse gas.

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.

<span class="mw-page-title-main">Chloroacetaldehyde</span> Chemical compound

Chloroacetaldehyde is an organic compound with the formula ClCH2CHO. Like some related compounds, it is highly electrophilic reagent and a potentially dangerous alkylating agent. The compound is not normally encountered in the anhydrous form, but rather as the hemiacetal (ClCH2CH(OH))2O.

References

  1. 1 2 3 4 5 NIOSH Pocket Guide to Chemical Hazards. "#0197". National Institute for Occupational Safety and Health (NIOSH).
  2. Touloukian, Y.S., Liley, P.E., and Saxena, S.C. Thermophysical properties of matter - the TPRC data series. Volume 3. Thermal conductivity - nonmetallic liquids and gases. Data book. 1970.
  3. 1 2 "Dichloromonofluoromethane". Immediately Dangerous to Life or Health Concentrations (IDLH). National Institute for Occupational Safety and Health (NIOSH).
  4. 1 2 3 Dagani, M. J.; Barda, H. J.; Benya, T. J.; Sanders, D. C. "Bromine Compounds". Ullmann's Encyclopedia of Industrial Chemistry . Weinheim: Wiley-VCH. doi:10.1002/14356007.a04_405. ISBN   978-3527306732.