335-57-9

Basic information

• Product Name: Hexadecafluoroheptane
• Synonyms: Perfluoroheptane 97%;Hexadecafluoroheptane technical grade, 85%;Perfluoroheptanes, mixture of isomers, 98%;HEXADECAFLUOROHEPTANE;PERFLUORO-N-HEPTANE;PERFLUOROHEPTANE;Perfluoroheptane (mixed isomers);PERFLUOROHEPTANE(S)
• CAS NO: 335-57-9
• Molecular Formula: C₇F₁₆
• Molecular Weight: 388.05
• EINECS: 206-392-1
• Product Categories: Fluorous Chemistry;Fluorous Solvents;Synthetic Organic Chemistry
• Mol File: 335-57-9.mol
• Article Data: 10

Chemical Properties

• Melting Point: -51.2°C
• Boiling Point: 82-84 °C(lit.)
• Flash Point: 80-82°C
• Appearance: /
• Density: 1.745 g/mL at 25 °C(lit.)
• Vapor Pressure: 82.6mmHg at 25°C
• Refractive Index: n20/D 1.3(lit.)
• Storage Temp.: Refrigerator, under inert atmosphere
• Solubility: Chloroform, Methanol (Sparingly)
• BRN: 1716335
• CAS DataBase Reference: Hexadecafluoroheptane(CAS DataBase Reference)
• NIST Chemistry Reference: Hexadecafluoroheptane(335-57-9)
• EPA Substance Registry System: Hexadecafluoroheptane(335-57-9)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• RTECS: MJ0875000
• TSCA: Yes
• Hazardous Substances Data: 335-57-9(Hazardous Substances Data)

Usage

Chemical Properties

Clear light yellow liquid

Uses

Hexadecafluoroheptane may be employed in solution-phase studies of perfluoropolyalkylene oligomers and in the preparation of fluorinated gel emulsions.

General Description

Hexadecafluoroheptane is a common liquid perfluoro-n-alkane. It is reported as fluorinated solvent. Encapsulation of hexadecafluoroheptane (Perfluoroheptane) by a microencapsulation method based on a Pickering emulsion templated interfacial atom transfer radical polymerization (PETI-ATRP) has been reported. Aggregation of diblock semifluorinated in perfluoroheptane (fluorinated solvent) has been reported. Physical properties and commercial/industrial uses of hexadecafluoroheptane has been reported.

Safety Profile

Low toxicity by intraperitoneal route. Poison by intraperitoneal route. When heated to decomposition it emits very toxic fumes such as Fí.

Purification Methods

Purify it as for perfluorodimethylhexane. Other procedures include shaking with H2SO4, washing with water, drying with P2O5 for 48hours and fractionally distilling. Alternatively, it has been refluxed for 24hours with saturated acid KMnO4 (to oxidise and remove hydrocarbons), then neutralised, steam distilled, dried with P2O5, and passed slowly through a column of dry silica gel. It has been purified by fractional crystallisation using partial freezing. [Beilstein 1 IV 388.]

InChI:InChI=1/C7F16/c8-1(9,2(10,11)4(14,15)6(18,19)20)3(12,13)5(16,17)7(21,22)23

Upstream product

• 142-82-5 n-heptane 
• 335-58-0 perfluoroheptyl iodide 
• 17262-51-0 triheptylphosphine oxide 
• 335-66-0 perfluorooctanoyl fluoride 
• 14352-61-5 methyl cyclohexylacetate 
• 94412-79-0 2,2,3,4,4,4-hexafluoro-1-propylbutyl butyl ether 
• 124778-16-1 4-(perfluoro-n-butyl)-n-butanoyl chloride 
• 111-64-8 n-octanoic acid chloride 
• 375-52-0 n-C₄F₉SF₅ 
• 64018-25-3 3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooctanoyl chloride 
• 307-35-7 perfluorooctyl sulfofluorure 
• 116-15-4 perfluoropropylene 
• 373-80-8 trifluoromethyl sulfur pentafluoride 
• 592-94-9 octanoic acid fluoride 

Downstream Products

• 75-73-0 carbon tetrafluoride 

Relevant articles and documents

Yield improvement in the electrochemical production of pefluorooctanoic acid

The possibility of obtaining real yield improvements in the industrial electrochemical production of perfluorooctanoic acid is discussed on the basis of recent experimental data obtained using perfluorohexyl acetyl chloride in place of octanoyl chloride as a starting material.In particular, the effect of the non-formation of cyclic byproducts on the yield of perfluoro-octanoic acid has been examined, as well as considering previous results obtained starting from a different partially fluorinated precursor, 4-perfluorobutyl butanoyl chloride.The yield of perfluoro-octanoic acid from perfluorohexyl acetyl chloride was less than expected, because of an accompanying increase in perfluoro-n-heptane formation.

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THE SYNTHESIS OF PERFLUORO HIGHLY BRANCHED HETEROCYCLIC FLUORINE COMPOUNDS BY DIREKT FLUORINATION

The direct fluorination of hexamethyleneimine, heptamethyleneimine, 2,6-dimethylmorpholine, thiomorpholine, 1,4-dimethylpiperazine and piperazine produced the corresponding perfluoinated products.The 19F NMR spectrum of perfluoro N,N'-difluoropiperazine was found to be temperature-dependent.

ANALYSIS OF THE PRODUCTS FROM THE ELECTROCHEMICAL FLUORINATION OF OCTANOYL CHLORIDE

The perfluorinated products from the electrochemical fluorination of octanoyl chloride were analyzed using several techniques.Cappillary gas chromatography was used for quantitative analysis of the desired product, perfluorooctanoyl fluoride, and for perfluorinated cyclic ether by-products.Isopropyl ether was an effective solvent, and ethylbenzene served as an internal standard.Acidimetric titration was used to qualify the amount of acid derivative products present in the sample.Since the products have limited solubility in water, alternative solvents were developed.Taking advantage of the facile hydrolysis of the acyl fluoride product, the perfluorinated acid was isolated.Details of the application of these chemical techniques to perfluorinated products and the corresponding results will be discussed.