356-18-3

Basic information

• Product Name: 1,2-DICHLOROHEXAFLUOROCYCLOBUTANE
• Synonyms: FC-C-316;HEXAFLUORO-1,2-DICHLOROCYCLOBUTANE;1,2-DICHLOROHEXAFLUOROCYCLOBUTANE;1,2-Dichloro-1,2,3,3,4,4-hexafluorocyclobutane;1,2-dichlorohexafluoro-cyclobutan;1,2-Dichloroperfluorocyclobutane;Cyclobutane, 1,2-dichlorohexafluoro-;1,2-Dichlorohexafluorocyclobutane97%
• CAS NO: 356-18-3
• Molecular Formula: C₄Cl₂F₆
• Molecular Weight: 232.94
• EINECS: 206-599-7
• Product Categories: refrigerants
• Mol File: 356-18-3.mol
• Article Data: 5

Chemical Properties

• Melting Point: -15 °C
• Boiling Point: 59 °C
• Flash Point: 59-60°C
• Appearance: /
• Density: 1.644
• Vapor Pressure: 213mmHg at 25°C
• Refractive Index: 1.333
• BRN: 1909267
• CAS DataBase Reference: 1,2-DICHLOROHEXAFLUOROCYCLOBUTANE(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2-DICHLOROHEXAFLUOROCYCLOBUTANE(356-18-3)
• EPA Substance Registry System: 1,2-DICHLOROHEXAFLUOROCYCLOBUTANE(356-18-3)

Safety Data

• Hazard Codes: Xi
• Safety Statements: 23-24/25
• RTECS: GU1760000
• HazardClass: IRRITANT
• Hazardous Substances Data: 356-18-3(Hazardous Substances Data)

Usage

General Description

1,2-Dichlorohexafluorocyclobutane, also known as C316 or r-316f, is a colorless gas with a faint ethereal odor. It is a member of the cycloalkane family and is a halogenated hydrocarbon. This chemical is primarily used as a refrigerant in various applications, including air conditioning and heat pumps. It has a low global warming potential and ozone depletion potential, making it a more environmentally friendly alternative to other refrigerants. 1,2-Dichlorohexafluorocyclobutane is also used as a solvent in the manufacturing of pharmaceuticals and electronic components, and as a blowing agent in the production of insulating foam materials. However, its use is declining due to environmental concerns and its potential impact on climate change.

InChI:InChI=1/C4Cl2F6/c5-1(7)2(6,8)4(11,12)3(1,9)10

Upstream product

• 79-38-9 Chlorotrifluoroethylene 
• 697-11-0 hexafluorocyclobut-1-ene 
• 7782-50-5 chlorine 
• 357-21-1 3,4-dichlorohexafluoro-1-butene 
• 684-16-2 Hexafluoroacetone 
• 343777-24-2 3,4-dichlorohexafluorotetrahydrothiophene 1,1-dioxide 

Downstream Products

• 22819-47-2 cis-1,1,2,2,3,4-hexafluorocyclobutane 
• 377-95-7 trans-1,2-dihydrohexafluorocyclobutane 
• 79-38-9 Chlorotrifluoroethylene 
• 697-11-0 hexafluorocyclobut-1-ene 

Relevant articles and documents

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Bimolecular kinetic studies with high-temperature gas-phase 19F NMR: Cycloaddition reactions of fluoroolefins

A gas-phase NMR kinetic technique has been used for the first time to obtain accurate measurements of rate constants of some bimolecular, second-order cycloaddition reactions. As a test of the potential use of this technique for the study of second-order reactions, the rate constants and the activation parameters for the cyclodimerization reactions of chlorotrifluoroethylene (CTFE) and tetrafluoroethylene (TFE) were determined in the temperature range 240-340 °C, using a commercial high-temperature NMR probe. Obtaining excellent agreement of the results with published data, the technique was then applied to the reaction of 1,1-difluoroallene with 1,3-butadiene, the results of which indicate that the use of gas-phase NMR for reaction kinetics is particularly valuable when a reagent is available only in small amounts and in cases where there are several competing processes occurring simultaneously. The major processes observed in this reaction are regioselective [2+2] and [2+4] cycloadditions, whose rates and activation parameters were determined [k2=9.3×106 exp(-20.1 kcal mol-1/RT) L/mol-1 S-1 and k3=1.2×106 exp(- 18.4 kcal mol-1/RT) L/mol-1 S-1, respectively] in the temperature range 130-210 °C.

Syntheses with Halogen Derivatives of Thiophene and Benzothiophene

Pyrolysis of octachlorotetrahydrothiophene 1,1-dioxide provides a practical synthesis of octachlorocyclobutane. 1,2-Dichlorohexafluorotetrahydrothiophene 1,1-dioxide also yields a cyclobutane.Treatment of these sulfones with potassium hydroxide forms perhalogenated 3-butenesulfonates.From octachloro-2,3-dihydrobenzothiophene 1,1-dioxide, octachlorostyrene is produced by pyrolysis and hexachlorobenzothiophene 1,1-dioxide by treatment with sodium iodide.Hexachlorobenzothiophene has been prepared from octachloro-2,3-dihydrobenzothiophene and oxidized with chromium trioxide to a thiolactone (17).Hydrolysis of the latter gives a 2H-benzothiete (18).Oxidation of tetrachlorothiophene forms the thiolactone tetrachloro-2,3-dihydrothiophen-2-one (19).Octachlorodibenzothiophene can be made by direct chlorination.