1,3-Dichloro-1,1,2,2,3-pentafluoropropane

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1,3-Dichloro-1,1,2,2,3-pentafluoropropane
1,3-Dichloro-1,1,2,2,3-pentafluoropropane.svg
HCFC-225CB.png
Names
IUPAC name
1,3-dichloro-1,1,2,2,3-pentafluoropropane
Identifiers
3D model (JSmol)
1748901
ChemSpider
ECHA InfoCard 100.007.343 OOjs UI icon edit-ltr-progressive.svg
EC Number
  • 208-076-9
PubChem CID
UNII
UN number 3082
  • InChI=1S/C3HCl2F5/c4-1(6)2(7,8)3(5,9)10/h1H
    Key: UJIGKESMIPTWJH-UHFFFAOYSA-N
  • C(C(C(F)(F)Cl)(F)F)(F)Cl
Properties
C3HCl2F5
Molar mass 202.93 g·mol−1
AppearanceClear, colorless
Odor Odorless
Density 1.56 g/mL (Liquid)
Melting point −97 °C (−143 °F; 176 K)
Boiling point 56 °C (133 °F; 329 K)
Vapor pressure 38.13kPa @ 25 °C
Thermal conductivity 0.057 W/m-K
Hazards
GHS labelling: [1]
GHS-pictogram-exclam.svg
Warning
H315, H319, H332
P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P317, P321, P332+P317, P337+P317, P362+P364
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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1,3-Dichloro-1,1,2,2,3-pentafluoropropane (HCFC-225cb, chemical formula C3HF5Cl2) is a hydrochlorofluorocarbon. It is a volatile derivative of propane which has served as an HCFC replacement for the CFC, 1,1,2-trichloro-1,2,2-trifluoroethane which was used as a cleaning agent which has been used in the aerospace and electronics industries [2] since the phase out of class 1 ozone depleting substances by the Montreal Protocol. [3] As of 2015 [4] with the phase out of hydrochlorofluorocarbons, HCFC-225 is included in this phase out, and applications where it was used must now be fulfilled by non-ozone depleting substances. [5]

Contents

Atmospheric effects

The production of 1,3-dichloro-1,1,2,2,3-pentafluoropropane and use as a cleaning agent replacement for CFC-113 may result in its release to the environment through various waste streams. If released to air, a vapor pressure of 286 mm Hg at 25 °C indicates 1,3-dichloro-1,1,2,2,3-pentafluoropropane will exist solely as a vapor in the ambient atmosphere. When released in air, it is subject to degradation in the atmosphere by reaction with photochemically produced hydroxyl radicals; the half-life for this reaction in air is estimated to be 4.9 years. [6] 1,3-dichloro-1,1,2,2,3-pentafluoropropane is a powerful greenhouse gas with a global warming potential 525 times stronger than CO2. It is also an ozone depleter with an ozone depletion potential of 0.03 which is on the higher end for HCFCs with R-22 having a lower ozone depletion potential. [7]

Manufacturing

1,3-Dichloro-1,1,2,2,3-pentafluoropropane is manufactured in industry by the addition of Dichlorofluoromethane to Tetrafluoroethylene. [8] In 2016, production in the United States accounted to 11,339 Kilograms. 1,3-Dichloro-1,1,2,2,3-pentafluoropropane is fairly inert under most normal conditions, however if heated to extreme temperatures it may react with metals. When reacted with strong bases, toxic gases can be released. [9]

Role within the aerospace industry

1,3-Dichloro-1,1,2,2,3-pentafluoropropane, known in the aerospace industry as AK-225G, has been used by NASA and the United States Department of Defense to clean oxygen breathing systems. Prior to 1996, NASA and the DoD had selected CFC-113 (1,1,2-trichloro-1,2,2-trifluoroethane) as the solvent of choice because it was effective, less toxic, and compatible with most materials used within construction, and not reactive with oxygen. Since the enforcement of the Montreal Protocol in 1996 HCFC-225 was selected as an interim replacement for cleaning large scale propulsion oxygen systems at NASA. [10]

Use as a cleaning solvent for parts often involves involves flushing, vapour degreasing, and hand wiping the components. Some components may be cleaned with water based cleaners, but these are then flushed and verified clean with HCFC-225. NASA has made efforts to recapture, distill, and re-use HCFC-225 where it is feasible. However, many users within the aerospace industry still rely on stockpiled CFC-113. In 2002, the DoD permitted DuPont Ikon P (perfluorobutyl iodide) solution for use where HCFC-225 is now banned, however, DuPont has since discontinued Ikon P and both the aerospace industry and Department of Defense are still readily searching for alternatives. [11]

See also

Related Research Articles

<span class="mw-page-title-main">Montreal Protocol</span> 1987 treaty to protect the ozone layer

The Montreal Protocol on Substances That Deplete the Ozone Layer is an international treaty designed to protect the ozone layer by phasing out the production of numerous substances that are responsible for ozone depletion. It was agreed on 16 September 1987, and entered into force on 1 January 1989. Since then, it has undergone nine revisions, in 1990 (London), 1991 (Nairobi), 1992 (Copenhagen), 1993 (Bangkok), 1995 (Vienna), 1997 (Montreal), 1999 (Beijing) and 2016 (Kigali). As a result of the international agreement, the ozone hole in Antarctica is slowly recovering. Climate projections indicate that the ozone layer will return to 1980 levels between 2040 and 2066. Due to its widespread adoption and implementation, it has been hailed as an example of successful international co-operation. Former UN Secretary-General Kofi Annan stated that "perhaps the single most successful international agreement to date has been the Montreal Protocol". In comparison, effective burden-sharing and solution proposals mitigating regional conflicts of interest have been among the success factors for the ozone depletion challenge, where global regulation based on the Kyoto Protocol has failed to do so. In this case of the ozone depletion challenge, there was global regulation already being installed before a scientific consensus was established. Also, overall public opinion was convinced of possible imminent risks.

<span class="mw-page-title-main">Ozone layer</span> Region of the stratosphere

The ozone layer or ozone shield is a region of Earth's stratosphere that absorbs most of the Sun's ultraviolet radiation. It contains a high concentration of ozone (O3) in relation to other parts of the atmosphere, although still small in relation to other gases in the stratosphere. The ozone layer contains less than 10 parts per million of ozone, while the average ozone concentration in Earth's atmosphere as a whole is about 0.3 parts per million. The ozone layer is mainly found in the lower portion of the stratosphere, from approximately 15 to 35 kilometers (9 to 22 mi) above Earth, although its thickness varies seasonally and geographically.

<span class="mw-page-title-main">Ozone depletion</span> Atmospheric phenomenon

Ozone depletion consists of two related events observed since the late 1970s: a steady lowering of about four percent in the total amount of ozone in Earth's atmosphere, and a much larger springtime decrease in stratospheric ozone around Earth's polar regions. The latter phenomenon is referred to as the ozone hole. There are also springtime polar tropospheric ozone depletion events in addition to these stratospheric events.

<span class="mw-page-title-main">Chlorofluorocarbon</span> Class of organic compounds

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.

<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.

<span class="mw-page-title-main">2,2-Dichloro-1,1,1-trifluoroethane</span> 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. It is also the primary component of the Halotron I fire-extinguishing mixture.

Organofluorine chemistry describes the chemistry of organofluorine compounds, organic compounds that contain a carbon–fluorine bond. Organofluorine compounds find diverse applications ranging from oil and water repellents to pharmaceuticals, refrigerants, and reagents in catalysis. In addition to these applications, some organofluorine compounds are pollutants because of their contributions to ozone depletion, global warming, bioaccumulation, and toxicity. The area of organofluorine chemistry often requires special techniques associated with the handling of fluorinating agents.

<span class="mw-page-title-main">1,1,1-Trifluoroethane</span> 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 it used to be produced under the trade name Kel-F from 3M Corporation in Minnesota.

Natural refrigerants are considered substances that serve as refrigerants in refrigeration systems. They are alternatives to synthetic refrigerants such as chlorofluorocarbon (CFC), hydrochlorofluorocarbon (HCFC), and hydrofluorocarbon (HFC) based refrigerants. Unlike other refrigerants, natural refrigerants can be found in nature and are commercially available thanks to physical industrial processes like fractional distillation, chemical reactions such as Haber process and spin-off gases. The most prominent of these include various natural hydrocarbons, carbon dioxide, ammonia, and water. Natural refrigerants are preferred actually in new equipment to their synthetic counterparts for their presumption of higher degrees of sustainability. With the current technologies available, almost 75 percent of the refrigeration and air conditioning sector has the potential to be converted to natural refrigerants.

<span class="mw-page-title-main">Rigid panel</span>

Rigid panel insulation, also referred to as continuous insulation, can be made from foam plastics such as polyurethane (PUR), polyisocyanurate (PIR), and polystyrene, or from fibrous materials such as fiberglass, rock and slag wool. Rigid panel continuous insulation is often used to provide a thermal break in the building envelope, thus reducing thermal bridging.

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.

Hydrofluoroethers (HFE) are a class of organic solvents. As non-ozone-depleting chemicals, they were developed originally as a replacement for CFCs, HFCs, HCFCs, and PFCs. They are typically colorless, odorless, tasteless, low toxicity, low viscosity, and liquid at room temperature. The boiling point of HFEs vary from 50 °C to nearly 100 °C. Although 3M first developed HFEs, other manufacturers have begun producing them.

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

1,1-Dichloro-1-fluoroethane is a haloalkane with the formula C
2
H
3
Cl
2
F
. It is one of the three isomers of dichlorofluoroethane. It belongs to the hydrochlorofluorocarbon (HCFC) family of man-made compounds that contribute significantly to both ozone depletion and global warming when released into the environment.

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

1-Chloro-1,1-difluoroethane (HCFC-142b) is a haloalkane with the chemical formula CH3CClF2. It belongs to the hydrochlorofluorocarbon (HCFC) family of man-made compounds that contribute significantly to both ozone depletion and global warming when released into the environment. It is primarily used as a refrigerant where it is also known as R-142b and by trade names including Freon-142b.

1,1,1-Trichloro-2,2,2-trifluoroethane, also called Asymmetrical trichlorotrifluoroethane or CFC-113a, is a chlorofluorocarbon (CFC) with the formula CCl3CF3.

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

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.

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

1,1-Dichloro-1,2-difluoroethane is a hydrochlorofluorocarbon. It is a volatile derivative of ethane. It appears as a colourless, odorless non-flammable liquid. The use of HCFC-132c is restricted by the US EPA through the Clean Air Act Amendments of 1990 which intend to phase-out the use of substances that deplete the ozone layer. HCFC-132c is cited as an ozone depleting substance; it is considered as a class II substance by the EPA.

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

Tetrachloro-1,1-difluoroethane or 1,1,1,2-tetrachloro-2,2-difluoroethane, Freon 112a, R-112a, or CFC-112a is an asymmetric chlorofluorocarbon isomer of tetrachloro-1,1-difluoroethane with formula CClF2CCl3. It contains ethane substituted by four chlorine atoms and two fluorine atoms. With a boiling point of 91.5°C it is the freon with second highest boiling point.

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

1,1,2-Trifluoroethane or R-143, is a hydrofluorocarbon with formula CH2FCHF2. It is a colourless gas at room temperature. It is an asymmetrical isomer of 1,1,1-trifluoroethane. 1,1,2-Trifluoroethane has a global warming potential of 397 for 100 years.

References

  1. "1,3-Dichloro-1,1,2,2,3-pentafluoropropane". pubchem.ncbi.nlm.nih.gov. Retrieved 13 April 2022.
  2. 12 d-Limonene: A Safe and Versatile Naturally Occurring Alternative Solvent
  3. Replacement study brulin.com
  4. Technical resource ipc.org
  5. "1,3-Dichloro-1,1,2,2,3-pentafluoropropane".
  6. "1,3-Dichloro-1,1,2,2,3-pentafluoropropane".
  7. https://ghgprotocol.org/sites/default/files/Global-Warming-Potential-Values%20%28Feb%2016%202016%29_1.pdf
  8. "1,3-Dichloro-1,1,2,2,3-pentafluoropropane".
  9. HCFC-225aa noaa.gov
  10. Market report epa.gov
  11. Mitchell, Mark A.; Lowrey, Nikki M. (1 January 2015). "Replacement of HCFC-225 Solvent for Cleaning NASA Propulsion Oxygen Systems". NASA Technical Reports Server (NTRS). Retrieved 18 November 2023.