( Z ) -1,1,1,4,4,4-hexafluoro-2-butene
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| ( Z ) isomer | ||||||||||||||||
| General | ||||||||||||||||
| Surname | ( Z ) -1,1,1,4,4,4-hexafluoro-2-butene | |||||||||||||||
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| Molecular formula | C 4 H 2 F 6 | |||||||||||||||
| Brief description |
colorless and odorless liquid |
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| properties | ||||||||||||||||
| Molar mass | 164.05 g mol −1 | |||||||||||||||
| Physical state |
liquid |
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| density |
1.38 g cm −3 |
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| Melting point |
-90.5 ° C |
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| boiling point |
33.4 ° C |
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| Vapor pressure |
604 hPa (20 ° C) |
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| solubility |
sparingly soluble in water: 3.834 g l −1 (25 ° C) |
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| Global warming potential |
2 (based on 100 years) |
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| As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions . | ||||||||||||||||
( Z ) -1,1,1,4,4,4-hexafluoro-2-butene (also R-1336mzz (Z), when used as a refrigerant ) is a chemical compound from the group of fluorocarbons and one of two possible diastereomers of 1,1,1,4,4,4-hexafluoro-2-butene . The Z - isomer is used as a refrigerant and as a blowing agent for foams .
Extraction and presentation
( Z ) -1,1,1,4,4,4-hexafluoro-2-butene can be prepared by a three-step reaction. (1) The catalytic fluorination in the vapor phase of hexachlorobutadiene to (E / Z) - 2,3-dichlorohexafluoro-2-butene , which is promoted by a chromium- based catalyst . (2) The liquid phase dechlorination reaction from (E / Z) -2,3-dichlorohexafluoro-2-butene to 1,1,1,4,4,4,4-hexafluoro-2-butyne with zinc in dimethylformamide . (3) The gas phase hydrogenation reaction of 1,1,1,4,4,4,4-hexafluoro-2-butyne to Z-HFO-1336mzz promoted by a palladium + Bi / PAF (porous aluminum fluoride ) catalyst .
Physical Properties
R-1336mzz (Z) is a clear, colorless liquid that is non-flammable and has a low global warming potential (GWP) of two CO 2 equivalents. The critical temperature of R-1336mzz is a temperature of 171.3 ° C and a pressure of 2.9 MPa. The refrigerant is therefore suitable for high-temperature heat pumps or the Organic Rankine Cycle .
application
R-1336mzz (Z) is marketed as a refrigerant by Chemours under the brand name Opteon 1100 . The company manufactures the chemical in Changshu , China. In addition to its use as a refrigerant, it is also used as a foam blowing agent, fire extinguishing agent and solvent.
Related substances
- ( E ) -1,1,1,4,4,4-hexafluoro-2-butene (R-1336mzz (E))
Individual evidence
- ↑ a b c d e f cis-1,1,1,4,4,4-hexafluoro-2-butenes (1336mzz-Z) .
- ↑ a b yujiintl.com: HFO-1336mzz | Yuji International , accessed January 1, 2016
- ↑ Registration dossier on (2Z) -1,1,1,4,4,4-hexafluorobut-2-ene ( GHS section ) at the European Chemicals Agency (ECHA), accessed on January 7, 2020.
- ↑ a b Konstantinos Kontomaris, "HFO-1336mzz-Z: High Temperature Chemical Stability and Use as A Working Fluid in Organic Rankine Cycles" (2014). International Refrigeration and Air Conditioning Conference. Paper 1525.
- ↑ a b R1336mzz-Z - new generation nonflammable low GWP refrigerant , September 21, 2014.
- ^ Opteon 1100 Foam Blowing Agent
- ↑ Chengping Zhang, Xiaoqing Jia, Hengdao Quan: Synthesis of Z-1,1,1,4,4,4-hexafluoro-2-butene from hexachlorobutadiene. In: Journal of Fluorine Chemistry. 191, 2016, p. 77, doi : 10.1016 / j.jfluchem.2016.09.012 .
- ↑ a b unknown: -1,1,1,4,4,4-hexafluoro-2-butene (HFO-1336mzz-Z) (2018). In: Toxicology and Industrial Health. 35, 2019, p. 180, doi : 10.1177 / 0748233719825530 .
- ↑ Opteon 1100 Foam Insulation