355-37-3

Basic information

• Product Name: 1H-PERFLUOROHEXANE
• Synonyms: 1,1,1,2,2,3,3,4,4,5,5,6,6-Tridecafluorohexane;1H-PERFLUOROHEXANE;trideca-1,1,1,2,2,3,3,4,4,5,5,6,6-fluorohexane;1H-Perfluorohexane,97%;1H-Perfluorohexane 98%;1H-Perfluorohexane98%;TRIDECAFLUOROHEXANE;1H-Tridecafluorohexane
• CAS NO: 355-37-3
• Molecular Formula: C₆HF₁₃
• Molecular Weight: 320.05
• EINECS: 206-581-9
• Mol File: 355-37-3.mol

Chemical Properties

• Melting Point: -93℃
• Boiling Point: 71°C
• Flash Point: >110
• Appearance: Liquid
• Density: 1,6843 g/cm3
• Vapor Pressure: 117mmHg at 25°C
• Refractive Index: 1.3
• Water Solubility: 1.5mg/L at 20℃
• BRN: 1799000
• CAS DataBase Reference: 1H-PERFLUOROHEXANE(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-PERFLUOROHEXANE(355-37-3)
• EPA Substance Registry System: 1H-PERFLUOROHEXANE(355-37-3)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• HazardClass: IRRITANT
• Hazardous Substances Data: 355-37-3(Hazardous Substances Data)

Usage

Uses

Used in Chemical Industry:
1H-Perfluorohexane is used as a solvent for the extraction of natural products due to its ability to dissolve a wide range of substances without reacting with them. Its chemical inertness and non-toxicity make it an ideal choice for this application.
Used in Energy Industry:
As a heat transfer fluid, 1H-Perfluorohexane is utilized for its thermal stability and high boiling point. It is particularly useful in applications requiring efficient heat transfer with minimal risk of decomposition or chemical reactions.
Used in Electronics Manufacturing:
1H-Perfluorohexane serves as a component in the electronics manufacturing process, where its chemical stability and compatibility with various materials are advantageous. It can be used in processes such as cleaning or etching, where its non-reactive nature prevents damage to sensitive electronic components.

InChI:InChI=1/C6HF13/c7-1(8)2(9,10)3(11,12)4(13,14)5(15,16)6(17,18)19/h1H

Upstream product

• 355-43-1 n-perfluorohexyl iodide 
• 124-41-4 sodium methylate 
• 5188-07-8 sodium thiomethoxide 
• 62038-08-8 Perfluorohexanecarboxylic acid nitrile 
• 96-49-1 [1,3]-dioxolan-2-one 
• 87489-49-4 C₆F₁₃IZn 
• 335-56-8 1-bromo-1,1,2,2,3,3,4,4,5,5,6,6,6-tridecafluorohexane 
• 10544-63-5 ethyl crotonate 
• 375-85-9 perfluoroheptanoic acid 
• 97-63-2 methyl methacrylate 
• 78-94-4 methyl vinyl ketone 
• 100-47-0 benzonitrile 
• 121-69-7 N,N-dimethyl-aniline 
• 144329-28-2 Toluene-4-sulfonic acid 2,2,3,3,4,4,5,5,6,6,7,7,7-tridecafluoro-1-fluoromethyl-heptyl ester 

Downstream Products

• 355-41-9 perfluoro-n-hexyl chloride 
• 335-56-8 1-bromo-1,1,2,2,3,3,4,4,5,5,6,6,6-tridecafluorohexane 
• 355-42-0 tetradecafluorohexane 
• 1310492-26-2 ethyl 2-(perfluorohexyl)benzoate 
• 307-24-4 undecafluorohexanoic acid 

Relevant articles and documents

Gas-phase NMR technique for studying the thermolysis of materials: Thermal decomposition of ammonium perfluorooctanoate

The kinetics of the thermal decomposition of ammonium perfluorooctanoate (APFO) has been studied by high-temperature gas-phase nuclear magnetic resonance spectroscopy over the temperature range 196-234 °C. We find that APFO cleanly decomposes by first-order kinetics to give the hydrofluorocarbon 1-H-perfluoroheptane and is completely decomposed (>99%) in a matter of minutes at the upper limit of this temperature range. Based on the temperature dependence of the measured rate constants, we find that the enthalpy and entropy of activation are ΔH? = 150 ± 11 kJ mol-1 and AS? = 3 ± 23 J mol-1 deg-1. These activation parameters may be used to calculate the rate of APFO decomposition at the elevated temperatures (350-400 °C) at which fluoropolymers are processed; for example, at 350 °C the half-life for APFO is estimated to be less than 0.2 s. Our studies provide the fundamental parameters involved in the decomposition of the ammonium salt of perfluorooctanoic acid and indicate the utility of gas-phase NMR for thermolysis studies of a variety of materials that release compounds that are volatile at the temperature of decomposition and that contain an NMR-active nucleus.

Perfluoroalkylation of aliphatic thiols in the presence of sodium hydroxymethanesulfinate

Direct perfluoroalkylation of aliphatic thiols was performed in the presence of sodium hydroxymethanesulfinate (Rongalite). Reaction of mercaptoalkanoic esters with trifluoromethyl bromide gave the corresponding trifluoromethylthio ethers. Condensation of

Synthesis method of straight-chain perfluoroalkanes

The invention relates to a synthesis method of straight-chain perfluoroalkanes, which comprises the following steps: reaction of perfluoroalkyl iodine with alcohol solution of sodium alcohol at a certain temperature to purify 1-hydroperfluoroalkanes; reaction of 1-hydroperfluoroalkanes with fluorine gas at a certain temperature to purify straight-chain perfluoroalkanes. The synthesis method of theinvention has mild reaction conditions, high product yield, and is beneficial to cost saving. The process has low energy consumption, easy operation and is conducive to industrial production.

Perfluoroalkyl ethyl alcohols via perfluoroalkyl acetaldehydes

A new route to commercially important perfluoroalkyl ethyl alcohols (RfCH2CH2OH) is described. This route involves the addition of perfluoroalkyl iodides to alkyl vinyl ethers using sulfinatodehalogenation chemistry, followed by catalytic hydrogenation of the intermediate mixture of perfluoroalkylacetaldehyde and perfluoroalkylacetaldehyde hemiacetal to the desired alcohol.

Thermoanalytical and preparative investigations of the decomposition of potassium perfluoroorganyl(fluoro)borate salts, K[RFBF3] (RF = perfluoroalkyl, -alkenyl, -alkynyl, and -aryl groups) and K[(RF)2BF2] (RF = C 6F5 and C6F13)

Potassium perfluoroalkenyl(fluoro)borates, K[RFBF3], (RF = CF2C(CF3), cis-CF3CFCF, and cis-C6F13CFCF) decomposed at 208-225 C (Tmax, dTG). The K[RFBF3] salts (RF = C 3F7, C6F13, trans-CF 3CFCF, and trans-C4F9CFCF) decomposed at 273-312 C (Tmax, dTG). Both groups of salts formed volatile polyfluoroorganics and K[BF4] as solid residue. The preparative thermolysis of selected prototypical salts K[RFBF3] showed that the polyfluoroorganics consisted of a mixture of internal perfluorohexenes, C6F12, and 1-H-tridecafluorohexane, C6F13H, in case of K[C6F13BF 3], and of perfluorooctynes, C8F14, and cis-C6F13CFCFH in case of K[cis-C6F 13CFCFBF3]. The salts K[(C6F5) 2BF2] and K[RFBF3] (RF = CF3CC, CF3CFCFCC, C6F5CC, C 6F5, 2,3,5,6-C5NF4) decomposed in the temperature range 249-337 C (Tmax, dTG) and mainly resulted in non-volatile polyfluoroorganics besides K[BF4]. The reaction path of the thermolysis of perfluoroalkyl-, perfluoroalkenyl-, and perfluorophenyl(fluoro)borates is discussed and compared with that of perfluorocarboxylates.

Reaction of perfluoroalkyl Grignard reagents with phosphorus trihalides: A new route to perfluoroalkyl-phosphonous and-phosphonic acids

The reaction of perfluoroalkyl Grignard reagents with phosphorus(III) halides was explored. In the process a new convenient, one-pot, high yield method for the synthesis of (perfluoroalkyl)phosphonic acids has been developed. Perfluoroalkyl Grignard reagents react with phosphorus trichloride or phosphorus tribromide to form (perfluoroalkyl)phosphonous dihalides. Hydrolysis gives the corresponding (perfluoroalkyl)phosphonous acids. Oxidation of the phosphonous acids with H2O2 produces (perfluoroalkyl) phosphonic acids in 60-78% overall yields, based on the corresponding perfluoroalkyl iodide. The X-ray crystal structures of the toluidinium salts, [MeC6H4NH3]2[C2F 5PO3] and [MeC6H4NH 3][C8F17P(O)2OH], are reported.

A novel liquid plasma AOP device integrating microwaves and ultrasounds and its evaluation in defluorinating perfluorooctanoic acid in aqueous media

A simplified and energy-saving integrated device consisting of a microwave applicator and an ultrasonic homogenizer has been fabricated to generate liquid plasma in a medium possessing high dielectric factors, for example water. The microwave waveguide and the ultrasonic transducer were interconnected through a tungsten/titanium alloy stick acting both as the microwave antenna and as the horn of the ultrasonic homogenizer. Both microwaves and ultrasonic waves are simultaneously transmitted to the aqueous media through the tungsten tip of the antenna. The microwave discharge liquid plasma was easily generated in solution during ultrasonic cavitation. The simple device was evaluated by carrying out the degradation of the perfluorooctanoic acid (PFOA), a system highly recalcitrant to degradation by conventional advanced oxidation processes (AOPs). PFOA is 59% degraded in an aqueous medium after only 90 s of irradiation by the plasma. Intermediates were identified by electrospray mass spectral techniques in the negative ion mode.

A mild hydrodehalogenation of fluoroalkyl halides

A mild hydrodehalogenation reaction of fluoroalkyl halides (RfCF2X, X = Br, I) has been developed under weakly basic conditions, giving the corresponding hydrogenolysis products with moderate to high yields.

An improved procedure for the synthesis of perfluoroalkylacetylenes

A new and easy way to synthesize acetylene compounds is proposed. This synthesis is improved by including in one-pot, three reactions in a single step, with good yields. The reactants are commonly used compounds.