355-02-2

Basic information

• Product Name: PERFLUORO(METHYLCYCLOHEXANE)
• Synonyms: FLUTEC PP2;FLUTECR PP2;PERFLUORO(METHYLCYCLOHEXANE);TETRADECAFLUOROMETHYLCYCLOHEXANE;UNDECAFLUORO(TRIFLUOROMETHYL)CYCLOHEXANE;(TRIFLUOROMETHYL)UNDECAFLUOROCYCLOHEXANE;(Trifluormethyl)-undecafluorcyclohexan;(Trifluoromethyl)undecafluorohexane
• CAS NO: 355-02-2
• Molecular Formula: C₇F₁₄
• Molecular Weight: 350.05
• EINECS: 206-573-5
• Mol File: 355-02-2.mol
• Article Data: 16

Chemical Properties

• Melting Point: -37 °C
• Boiling Point: 76 °C(lit.)
• Flash Point: 75-76°C
• Appearance: /
• Density: 1.80 g/mL at 20 °C
• Vapor Pressure: 112mmHg at 25°C
• Refractive Index: n17/D 1.285(lit.)
• Storage Temp.: Refrigerator
• Solubility: Miscible with acetone and benzene.
• BRN: 1915981
• CAS DataBase Reference: PERFLUORO(METHYLCYCLOHEXANE)(CAS DataBase Reference)
• NIST Chemistry Reference: PERFLUORO(METHYLCYCLOHEXANE)(355-02-2)
• EPA Substance Registry System: PERFLUORO(METHYLCYCLOHEXANE)(355-02-2)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 24/25
• WGK Germany: 3
• RTECS: GV7610000
• TSCA: T
• Hazardous Substances Data: 355-02-2(Hazardous Substances Data)

Usage

Chemical Properties

CLEAR LIQUID

Uses

Perfluoro(methylcyclohexane) is used as a solvent to determine fluorophilicity of hydrocarbon and fluorocarbon-functionalized nicotinic acid esters. It combines with chloroform and acts as an ingredient for "fluorous" biphase reactions. Furthermore, it finds application as a heat transfer agent, a dielectric fluid and a perfluorocarbon tracer. It acts as a good solvent for gases.

General Description

Mixtures of chloroform and perfluoro(methylcyclohexane) can be used as solvents for "fluorous" biphase reactions. Gas-phase structure of perfluoro(methylcyclohexane) was investigated.

Purification Methods

Reflux it for 24hours with saturated acid KMnO4 (to oxidise and remove hydrocarbons), then neutralise, steam distil, dry with P2O5 and pass slowly through a column of dry silica gel. [Glew & Reeves J Phys Chem 60 615 1956.] It can also be purified by percolation through a 1metre neutral activated alumina column, and 1H-impurities are checked by NMR. [Beilstein 5 IV 102.] IRRITANT.

InChI:InChI=1/C7F14/c8-1(7(19,20)21)2(9,10)4(13,14)6(17,18)5(15,16)3(1,11)12

Upstream product

• 98-08-8 α,α,α-trifluorotoluene 
• 121-73-3 3-Nitrochlorobenzene 
• 96759-86-3 1,1,2,2,3,3,4,4,5,5,6-Undecafluoro-6-trifluoromethyl-cyclohexane 
• 61402-69-5 methyl 2-cyclopentylpropionate 
• 20681-51-0 methyl 3-cyclohexylpropionate 
• 54899-45-5 3-cyclohexyl-2-methyl-propionic acid methyl ester 
• 108-88-3 toluene 
• 108-38-3 m-xylene 
• 95-47-6 o-xylene 
• 106-42-3 para-xylene 
• 874-60-2 4-methyl-benzoyl chloride 
• 106-43-4 para-chlorotoluene 
• 102-70-5 Triallylamine 
• 5535-48-8 PVS 

Downstream Products

• 434-64-0 perfluorotoluene 
• 250722-00-0 tetrabutylammonium perfluoro-2-methylcyclohex-1-enolate 
• 38117-54-3 cyclopentadienyl iron(II) dicarbonyl dimer 
• 602-94-8 Pentafluorobenzoic acid 
• 1551-37-7 1-amino-3-imino-2-trifluoromethylhexafluorocyclohex-1-ene 
• 90408-50-7 2-aminohexafluoro-6-iminocyclohex-1-enecarbonitrile 
• 432-16-6 1-trifluoro-methylnonafluorocyclohex-1-ene 
• 98-46-4 3-trifluoromethylnitrobenzene 
• 96759-86-3 1,1,2,2,3,3,4,4,5,5,6-Undecafluoro-6-trifluoromethyl-cyclohexane 
• 350-46-9 4-Fluoronitrobenzene 
• 121-73-3 3-Nitrochlorobenzene 
• 98-95-3 nitrobenzene 

Relevant articles and documents

THE VAPOUR PRESSURES AND EXCESS FREE ENERGIES OF MIXING OF THE SYSTEMS HEXAFLUOROBENZENE-CARBON TETRACHLORIDE AND HEXAFLUOROBENZENE-PERFLUOROMETHYLCYCLOHEXANE

The vapour pressures of liquid mixtures of hexafluorobenezene with carbon tetrachloride and of hexafluorobenzene with perfluoromethylcyclohexane (tetradecafluoromethylcyclohexane) have been measured in the range of temperature 20-50 deg C, in a static system.These have been used to obtain the excess free energies of the mixtures.Both mixtures show large positive deviations from thermodynamic ideality, and also show azeotropic behaviour.

Electrochemical fluorination of toluene and benzotrifluoride in the presence of triallylamine

Electrochemical fluorination of benzotrifluoride in the presence of triallylamine as depolarizer was studied. The possibility of preparing perfluoromethylcyclohexane and its isomers with high current efficiency and substance yield in combination with perfluorinated tertiary amines was examined.

DIRECT GAS-PHASE CATALYTIC FLUORINATION OF PARTIALLY FLUORINATED ORGANIC COMPOUNDS

The fluorination of a wide range of polyfluorinated organic compounds with molecular fluorine in the gas phase in a layer of NiF2/support as catalyst was investigated.It was shown that the selectivity of fluorination of the series of fluoroolefins, acid fluorides, polyfluoroalkanes, and hydrogen-containing ethers can be greatly increased.The developed method was used on an industrial scale in the production of perfluorinated liquids.