1,2-Dichlorohexafluoropropane

• CAS: 661-97-2
• Catalog Number: ACM661972
• Category: Main Products
• Molecular Weight: 220.93
• Molecular Formula: C₃Cl₂F₆
• Synonyms: 1,1,1,2,3,3-Hexafluor-2,3-dichlorpropan;1,1,1,2,3,3-Hexafluoro-2,3-dichloropropane;1,2-Dichlor-1,1,2,3,3,3-hexafluorpropan;1,2-Dichlorhexafluorpropan;1,2-dichloro-1,1,2,3,3,3-hexafluoro-propan;1,2-Dichloroperfluoropropane;1,2-Dichlorperfluorpropan;cfc216
• IUPAC Name: 1,2-dichloro-1,1,2,3,3,3-hexafluoropropane
• Canonical SMILES: C(C(F)(F)F)(C(F)(F)Cl)(F)Cl
• InChI Key: JSEUKVSKOHVLOV-UHFFFAOYSA-N
• Boiling Point: 33-34°C
• Density: 1,304 g/cm³
• Appearance: Low Boiling Liquid
• EC Number: 211-551-3
• Exact Mass: 219.92800
• Hazard Statements: Xi
• Safety Description: 26-36/37/39

Case Study

Atmospheric abundance, trends and emissions of 1,2-dichlorohexafluoropropane

Kloss, Corinna, et al. Atmosphere 5.2 (2014): 420-434.

The first observations of the feedstocks CFC-216ba (1,2-dichlorohexafluoropropane) and CFC-216ca (1,3-dichlorohexafluoropropane), as well as the CFC substitute HCFC-225ca (3,3-dichloro-1,1,1,2,2-pentafluoropropane) were reported in the collected air samples. The current (2012) mixing ratios of CFC-216ba and CFC-216ca are 37.8 ± 0.08 ppq (parts per quadrillion; 10) and 20.2 ± 0.3 ppq, respectively. The abundance of CFC-216ba has remained roughly constant over the past 20 years, while the abundance of CFC-216ca is increasing and is currently 0.2 ppq/year. Atmospheric trends for CFC-216ca and CFC-216ba translate to sustained emissions of about 0.01 Gg/year in 2011, from 0.18 Gg/year (CFC-216ba) and 0.05 Gg/year (CFC-216ca) in the mid-1980s, indicating continued heavy use.
Air samples were analyzed for CFC-216ba (1,2-dichlorohexafluoropropane) and CFC-216ca (1,3-dichlorohexafluoropropane) and HCFC-225ca (3,3-dichloro-1,1,1,2,2-pentafluoropropane) by gas chromatography separation followed by mass spectrometry detection (GC-MS). Samples were dried over magnesium perchlorate (Mg(ClO4)2) and trace gases were pre-concentrated on a cold trap prior to injection into the GC. The GC column was connected to a high sensitivity three-line mass spectrometer tuned to a mass resolution of 1000 and operated in electron impact selected ion recording (EI-SIR). In preliminary analysis using 30 μm and 49 μm columns, CFC-216ba and CFC-216ca were found to elute together as a close doublet.

3C-19F INEPT NMR determination of the structure of dimers from 1,2-dichlorohexafluoropropane

Yonemori, S., Y. Jitsugiri, and M. Noshiro. Journal of Fluorine Chemistry 70.1 (1995): 27-29.

The 3C-19F INEPT NMR method has been applied to determine the chemical structures of dimers of chlorotrifluoroethylene synthesized in sulfuryl chloride. These have been identified as a mixture of 1,2,4,4-tetrachlorohexafluorobutane and 1,1,4,4-tetrachlorohexafluorobutane. The structures of bromotrifluoroethylene oligomers up to pentamers have been studied by 19F NMR spectroscopy and GC-MS methods, but there are few reports on the structure of chlorotrifluoroethylene oligomers. Therefore, the chemical structure of the simplest oligomer of chlorotrifluoroethylene, i.e., the dimer, was studied using 3C-19F INEPT NMR spectroscopy.
1,2-Dichlorohexafluoropropane, 1,1-difluorotetrachloroethane, 1,1,2-trichlorotrifluoroethane, and 2,2,3-trichloroheptafluorobutane were used without further purification. Oligomers of chlorotrifluoroethylene were synthesized from monomers using 2,2,2-diisobutyronitrile in sulfuryl chloride. Dimers of chlorotrifluoroethylene were obtained by distillation of the oligomer mixture at 71 °C/100 mmHg. An NMR spectrometer equipped with a 19F irradiator and a 5 mm inner diameter 13C/19F probe was used. Chemical shifts are referred to tetramethylsilane for carbon and fluorotrichloromethane for fluorine, respectively. All data are reported in ppm relative to an internal reference.

Selective reduction studies of 1,2-dichlorohexafluoropropane

Petrov, Viacheslav A. The Journal of Organic Chemistry 63.21 (1998): 7294-7297.

Silicon hydride can be used to reduce polyfluorinated halocarbons. For example, the reaction between CF3CCl2F and excess triethylsilane catalyzed by benzoyl peroxide leads to the formation of a mixture containing CF3CHClF. On the other hand, the reaction of chlorofluoroalkanes containing internal -CCl- groups, such as 1,2-dichlorohexafluoropropane, proceeds readily, leading to the reduction of both chlorines to produce fluorinated compounds. Bromofluoroalkanes are much more reactive than chlorofluoroalkanes and react rapidly with hydrosilanes at elevated temperatures without a catalyst.
1,2-Dichlorohexafluoropropane reacts with 2-fold excess of silane to produce a mixture of the two isomers monohydropropane as the major product, along with a small amount of dihydropropane. 1,2,3-Trichloropentafluoropropane behaves similarly with excess silane, producing a mixture of alkanes and small amounts of unidentified products.

Catalytic reaction studies of 1,2-dichlorohexafluoropropane

Zakharov, Vladimir Y. Journal Fluorine Notes 5 (2014): 96.

1,2-Dichlorohexafluoropropane (R-216) is a waste product of tetrafluoroethylene production. Dechlorination of R-216 with hydrogen to obtain hexafluoropropylene (HFP), a key scarce raw material for the production of a variety of fluorinated organic products (fluoropolymers, fluorocarbons, fluoropolyesters), is one of the ways to utilize it. The selection of a catalytic support is the first stage in the development of an effective catalyst for the dechlorination of 1,2-dichlorohexafluoropropane. Testing of various supports showed that only α-Al2O3 has all the necessary qualities to be used as a support for an effective catalyst for the dechlorination of 1,2-dichlorohexafluoropropane using hydrogen.
α-Al2O3 samples modified with cobalt and copper have moderate activity. The yield of HFP is approximately equal for all catalysts in the range of 670-770 K, at the level of 90%. When the temperature is increased to 840 K, the HFP yield decreases for all catalysts. Nickel-modified α-Al2O3 is a fairly active and selective catalyst for the dechlorination of 1,2-dichlorohexafluoropropane to obtain HFP.

Custom Q&A

What is the molecular formula of 1,2-Dichlorohexafluoropropane?

The molecular formula of 1,2-Dichlorohexafluoropropane is C3Cl2F6.

What are the synonyms for 1,2-Dichlorohexafluoropropane?

The synonyms for 1,2-Dichlorohexafluoropropane include 1,2-Dichloro-1,1,2,3,3,3-hexafluoropropane, Ucon 216, and 1,2-Dichloroperfluoropropane.

What is the molecular weight of 1,2-Dichlorohexafluoropropane?

The molecular weight of 1,2-Dichlorohexafluoropropane is 220.93 g/mol.

What is the IUPAC name of 1,2-Dichlorohexafluoropropane?

The IUPAC name of 1,2-Dichlorohexafluoropropane is 1,2-dichloro-1,1,2,3,3,3-hexafluoropropane.

What is the InChI of 1,2-Dichlorohexafluoropropane?

The InChI of 1,2-Dichlorohexafluoropropane is InChI=1S/C3Cl2F6/c4-1(6,2(5,7)8)3(9,10)11.

What is the InChIKey of 1,2-Dichlorohexafluoropropane?

The InChIKey of 1,2-Dichlorohexafluoropropane is JSEUKVSKOHVLOV-UHFFFAOYSA-N.

What is the Canonical SMILES of 1,2-Dichlorohexafluoropropane?

The Canonical SMILES of 1,2-Dichlorohexafluoropropane is C(C(F)(F)F)(C(F)(F)Cl)(F)Cl.

What is the CAS number of 1,2-Dichlorohexafluoropropane?

The CAS number of 1,2-Dichlorohexafluoropropane is 661-97-2.

What is the European Community (EC) number of 1,2-Dichlorohexafluoropropane?

The European Community (EC) number of 1,2-Dichlorohexafluoropropane is 211-551-3.

What is the physical description of 1,2-Dichlorohexafluoropropane?

1,2-Dichlorohexafluoropropane is a colorless liquid that is immiscible in water. It has a boiling point of 33-34 degrees Celsius.