336-07-2

Basic information

• Product Name: 1H,6H-PERFLUOROHEXANE
• Synonyms: 1H,6H-DODECAFLUOROHEXANE;1H,6H-PERFLUOROHEXANE;1,1,2,2,3,3,4,4,5,5,6,6-DODECAFLUOROHEXANE;Dodecafluorohexane;1H,6H-Perfluorohexane 97%;1H,6H-Perfluorohexane97%;1H,6H-Dodecafluorohexane 95%;1H,6H-Dodecafluorohexane97%
• CAS NO: 336-07-2
• Molecular Formula: C6H2F12
• Molecular Weight: 302.06
• Mol File: 336-07-2.mol

Chemical Properties

• Boiling Point: 84 °C
• Flash Point: 16.4 °C
• Appearance: /
• Density: 1.557 g/cm³
• Vapor Pressure: 54.6mmHg at 25°C
• Refractive Index: 1.258
• CAS DataBase Reference: 1H,6H-PERFLUOROHEXANE(CAS DataBase Reference)
• NIST Chemistry Reference: 1H,6H-PERFLUOROHEXANE(336-07-2)
• EPA Substance Registry System: 1H,6H-PERFLUOROHEXANE(336-07-2)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• Hazardous Substances Data: 336-07-2(Hazardous Substances Data)

Usage

Chemical Properties

liquid

InChI:InChI=1/C6H2F12/c7-1(8)3(11,12)5(15,16)6(17,18)4(13,14)2(9)10/h1-2H

Upstream product

• 355-45-3 trichloro-(6H-dodecafluoro-hexyl)-silane 
• 647-44-9 2,2,3,3,4,4,5,5,6,6,7,7-dodecafluoroheptanal 
• 3492-17-9 1H,6H-dodecafluoro-1,6-bis-methanesulfonyl-hexane 
• 1546-95-8 2,2,3,3,4,4,5,5,6,6,7,7-dodecafluoroheptanoic acid 
• 307-22-2 1-chloro-1H,6H-dodecafluoro-hexane 
• 16486-97-8 1-Chloro-1,1,2,2,3,3,4,4,5,5,6,6-dodecafluoro-6-iodo-hexane 
• 2264-25-7 sodium 7H-dodecafluoroheptanoate 
• 375-80-4 dodecafluoro-1,6-diiodohexane 
• 68-12-2 N,N-dimethyl-formamide 
• 918-22-9 1,6-dibromo-1,1,2,2,3,3,4,4,5,5,6,6-dodecafluorohexane 
• 335-99-9 2,2,3,3,4,4,5,5,6,6,7,7-dodecafluoro-1-heptanol 
• 3492-11-3 1,6-Bis-methylmercapto-dodecafluor-hexan 

Relevant articles and documents

Organofluorine compounds and fluorinating agents part 17: Sonochemical-forced preparation of perfluoroalkanals and their use for non-conventional acetalations of carbohydrates 1, 2

The homologous 1-iodo-perfluoroalkanes 1a-1c and α,ω-dibromo-perfluoroalkanes 4a, 4b were carbonylated with DMF in the presence of Al/SnCl2 or Al/PbBr2 under sonication in a short reaction time. The hydrated aldehydes 2a-2c and 5a, 5b respectively were obtained in good yields allowing dehydration to 3a-3c and 6a, 6b. Some of the fluorinated aldehydes were selected as substrates in a Wittig-Horner olefination assisted by ultrasound and in non-conventional acetalations of methyl α-L-rhamnopyranoside (9). Thus, (E)-1-perfluorooctyl-2-phenylsulphonyl-ethene (8) was prepared from 3c and the phosphonate 7 by Wittig-Horner synthesis. Acetalations of 9 were carried out with the aldehydes (3a, 3b, 6a), hydrated aldehydes (2a, 2b), and the aldehyde hemiacetal 12 respectively, in the presence of dicyclohexylcarbodiimide (DCC). In all cases, a selective epimerization was observed at the C-atom 3 of the monosaccharide, i.e. polyfluoroalkylidenated 6-deoxy-α-L-altropyranosides 10, 11, 13, and 14 were obtained.

Method for preparing α-substituted ω-hydroperfluoroalkanes

A method for the preparation of α-substituted ω-dihydroperluoroalkane derivatives of the general formula H(CF2 CF2)n R wherein R=H or COOH, and n=1-10 is characterized by oxidizing α, α, ω-trihydroperfluoroalcohols with an oxygen gas or an oxygen-containing gas in the presence of a homogeneous copper catalyst and an alkaline agent in an organic solvent with subsequent isolation of the desired product.

Studies on polyhaloalkanes. V. A new reduction system: zinc/hydrazine hydrate

Using zinc/hydrazine hydrate as a new reduction system, polyfluoroalkyl halides such as Cl(CF2)nH (1a-c, n = 4, 6, 8), Cl(CF2)nI (1e-g, n = 4, 6, 8) and R(CF2)nCl (n = 4, 6, 1h,i) have been converted to the corresponding reduction products H(CF2)nH (2a-g, n = 4, 6, 8) and R(CF2)nH (n = 4, 6, 2h,i) in high yield.Reduction of the CF2Cl group was faster than that of the CHI in the reaction of 1m. - Keywords: Polyhaloalkanes; Reduction; Zinc/hydrazine hydrate system; NMR spectroscopy; Mass spectrometry

A novel synthesis of per(poly)fluoroalkyl aldehydes

A novel synthesis of per(poly)fluoroalkyl aldehydes in high yield by the reaction of per(poly)fluoroalkyl iodides or bromides with dimethylformamide initiated by a PbBr2(catalyst)/Al bimetal redox system is described.

Practical preparation of some potentially anesthetic fluoroalkanes: regiocontrolled introduction of hydrogen atoms

Methods are described for the large-scale preparation of a number of fluoroalkanes, which have been tested for general anesthesia.

Reduction of polyhalofluoroalkanes with formate to hydrogen-bearing alternatives initiated by carbon dioxide anionic radical

Reduction of polyhalofluoroalkanes with formate in the presence of a catalytic amount of persulfate is described.Such a reagent posseses good selectivity in the reduction of carbon-chlorine bonds.A chain mechanism including carbon dioxide anionic radicals and polyhalofluoroalkyl radicals is proposed.

REDUCTION OF ω-CHLOROPERFLUOROALKYL IODIDES WITH LITHIUM ALUMINIUM HYDRIDE, A SINGLE ELECTRON TRANSFER PROCESS

The reduction of ω-chloroperfluoroalkyl iodides (1a-b) with LiAlH4 gave ω-chloroperfluoroalkyl hydride (3) and α,ω-dihydroperfluoroalkane (4).However, in the presence of olefin, the addition product (6) was obtained.The reaction can be partly suppressed by p-dinitrobenzene (p-DNB), and tetrahydrofuran derivatives were obtained from the reaction of ω-perfluoroalkyl iodides with diallyl ether.A single electron transfer process was proposed.

Conformational energies of perfluoroalkanes. 5. Dipole moments of H(CF2)nH and H(CF2)nI

Dielectric and refractive index increments at 25°C are reported for some α,ω-dihydroperfluoroalkanes and α-hydro-ω-iodoperfluoroalkanes in benzene and CCl4. Similar measurements on perfluorocyclohexane and perfluoro-n-hexane are used to deduce effective atomic polarizations for fluorocarbons in solution. The dipole moments obtained lead to a somewhat smaller characteristic ratio for the perfluoroalkane chain than had earlier been estimated by Bates and Stockmayer.