355-04-4

Basic information

• Product Name: PERFLUORO-2-METHYLPENTANE
• Synonyms: PERFLUOROISOHEXANE;PERFLUORO-2-METHYLPENTANE;TETRADECAFLUORO-2-METHYLPENTANE;1,1,1,2,2,3,3,4,5,5,5-Undecafluoro-4-(trifluoromethyl)pentane;1,1,1,2,2,3,3,4,5,5,5-undecafluoro-4-(trifluoromethyl)-Pentane;2-Perfluoromethylpentane;Pentane, 1,1,1,2,2,3,3,4,5,5,5-undecafluoro-4-(trifluoromethyl)-;Pentane, undecafluoro-2-(trifluoromethyl)-
• CAS NO: 355-04-4
• Molecular Formula: C₆F₁₄
• Molecular Weight: 338.04
• EINECS: 206-575-6
• Product Categories: Fluorous Chemistry;Fluorous Solvents;Synthetic Organic Chemistry
• Mol File: 355-04-4.mol
• Article Data: 9

Chemical Properties

• Melting Point: <-150°C
• Boiling Point: 58°C
• Flash Point: 2.1 °C
• Appearance: Clear, colourless liquid
• Density: 1,723 g/cm3
• Vapor Pressure: 212mmHg at 25°C
• Refractive Index: 1.247
• CAS DataBase Reference: PERFLUORO-2-METHYLPENTANE(CAS DataBase Reference)
• NIST Chemistry Reference: PERFLUORO-2-METHYLPENTANE(355-04-4)
• EPA Substance Registry System: PERFLUORO-2-METHYLPENTANE(355-04-4)

Safety Data

• Hazard Codes: Xi
• Hazardous Substances Data: 355-04-4(Hazardous Substances Data)

Usage

General Description

PERFLUORO-2-METHYLPENTANE, also known as C7F15CH3, is a fluorinated compound with a chemical formula of C7H3F15. It is a colorless and odorless liquid with a high boiling point, making it useful in a variety of industrial applications. Due to its unique chemical properties, PERFLUORO-2-METHYLPENTANE is often used as a solvent, heat transfer fluid, and as a component in electronics and semiconductor manufacturing. It is also used as a blowing agent in the production of insulating foams and as a refrigerant. However, it is important to note that PERFLUORO-2-METHYLPENTANE is a highly stable compound and is classified as a persistent organic pollutant, leading to environmental and health concerns regarding its use and disposal.

InChI:InChI=1/C6F14/c7-1(4(12,13)14,5(15,16)17)2(8,9)3(10,11)6(18,19)20

Upstream product

• 96-37-7 methyl-cyclopentane 
• 110-82-7 cyclohexane 
• 2070-70-4 perfluoro-4-methyl-2-pentene 
• 1584-03-8 perfluoro-2-methylpent-2-ene 
• 122432-73-9 perfluoro-3-ethyl-2,4-dimethylpent-1-ene 
• 122432-74-0 perfluoro-2-isopropyl-3,3-dimethylbut-1-ene 
• 79-47-0 3-chloro-1,1,2,3,3-pentafluoro-propene 
• 79-29-8 2,3-dimethylbutane 
• 75-83-2 2,2-Dimethylbutane 
• 107-83-5 2-Methylpentane 
• 96-14-0 3-methylpentane 
• 110-54-3 hexane 
• 922-61-2 3-methyl-2-pentene 

Downstream Products

• 1584-03-8 perfluoro-2-methylpent-2-ene 

Relevant articles and documents

Explored routes to unknown polyfluoroorganyliodine hexafluorides, R FIF6

Two routes to RFIF6 compounds were investigated: (a) the substitution of F by RF in IF7 and (b) the fluorine addition to iodine in RFIF4 precursors. For route (a) the reagents C6F5SiMe3, C6F 5SiF3, [NMe4][C6F 5SiF4], C6F5BF2, and 1,4-C6F4(BF2)2 were tested. C 6F5IF4 and CF3CH2IF 4 were used in route (b) and treated with the fluoro-oxidizers IF7, [O2][SbF6]/KF, and K2[NiF 6]/KF. The observed sidestep reactions in case of routes (a) and (b) are discussed. Interaction of C6F5SiX3 (X = Me, F), C6F5BF2, 1,4-C6F 4(BF2)2 with IF7 gave exclusively the corresponding ring fluorination products, perfluorinated cyclohexadiene and cyclohexene derivatives, whereas [NMe4][C6F 5SiF4] and IF7 formed mixtures of C 6FnIF4 and C6FnH compounds (n = 7 and 9). CF3CH2IF4 was not reactive towards the fluoro-oxidizer IF7, whereas C6F 5IF4 formed C6FnIF4 compounds (n = 7 and 9). C6F5IF4 and CF 3CH2IF4 were inert towards [O 2][SbF6] in anhydrous HF. CF3CH 2IF4 underwent C-H fluorination and C-I bond cleavage when treated with K2[NiF6]/KF in HF. The fluorine addition property of IF7 was independently demonstrated in case of perfluorohexenes. C4F9CFCF2 and IF7 underwent oxidative fluorine addition at -30 °C, and the isomers (CF 3)2CFCFCFCF3 (cis and trans) formed very slowly perfluoroisohexanes even at 25 °C. The compatibility of IF7 and selected organic solvents was investigated. The polyfluoroalkanes CF 3CH2CHF2 (PFP), CF3CH 2CF2CH3 (PFB), and C4F9Br are inert towards iodine heptafluoride at 25 °C while CF3CH 2Br was slowly converted to CF3CH2F. Especially PFP and PFB are new suitable organic solvents for IF7.

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.

Skeletal Rearrangements during the Fluorination of C6-Hydrocarbons over Cobalt(III) Trifluoride

Perfluorination of hexane, 2-methylpentane, 3-methylpentane, 2,2-dimethylbutane, 2,3-dimethylbutane, methylcyclopentane and cyclohexane over cobalt(III) trifluoride gave, in each case except perhaps cyclohexane, a mixture of linear, branched and cyclic C6-fluorocarbons: the degree of skeletal rearrangement (excluding cyclohexane) varied from ca. 7percent (methylcyclopentane) to 96percent (2,2-dimethylbutane).A carbocation mechanism, which does not proceed to equilibrium, is suggested.