335-35-3

Basic information

• Product Name: 2,2,3,3,4,4,5,5,6-nonafluoro-6-(heptafluoropropyl)tetrahydro-2H-pyran
• Synonyms: 2,2,3,3,4,4,5,5,6-nonafluoro-6-(heptafluoropropyl)tetrahydro-2H-pyran;2,2,3,3,4,4,5,5,6-nonafluoro-6-(1,1,2,2,3,3,3-heptafluoropropyl)oxane;2,2,3,3,4,4,5,5,6-nonafluoro-6-(1,1,2,2,3,3,3-heptafluoropropyl)tetrahydropyran
• CAS NO: 335-35-3
• Molecular Formula: C₈F₁₆O
• Molecular Weight: 416.0594512
• EINECS: 206-387-4
• Mol File: 335-35-3.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 97.8°Cat760mmHg
• Flash Point: 18.3°C
• Appearance: /
• Density: 1.78g/cm³
• Vapor Pressure: 47.1mmHg at 25°C
• Refractive Index: 1.278
• CAS DataBase Reference: 2,2,3,3,4,4,5,5,6-nonafluoro-6-(heptafluoropropyl)tetrahydro-2H-pyran(CAS DataBase Reference)
• NIST Chemistry Reference: 2,2,3,3,4,4,5,5,6-nonafluoro-6-(heptafluoropropyl)tetrahydro-2H-pyran(335-35-3)
• EPA Substance Registry System: 2,2,3,3,4,4,5,5,6-nonafluoro-6-(heptafluoropropyl)tetrahydro-2H-pyran(335-35-3)

Safety Data

• Hazardous Substances Data: 335-35-3(Hazardous Substances Data)

Usage

Chemical class

Perfluorinated compounds

Physical state

Colorless liquid

Boiling point

Low

Reactivity

Non-reactive under normal conditions

Stability

Stable under normal conditions

Usage as a surfactant

High thermal and chemical stability

Usage as a lubricant

High thermal and chemical stability

Application in fluorinated polymer production

Acts as a base compound

Solvent properties

Solvent for other fluorinated compounds

Electronics industry use

Insulating properties

Manufacturing of specialty chemicals

Acts as a base or intermediate compound

Industrial applications

Wide range due to unique properties

InChI:InChI=1/C8F16O/c9-1(10)2(11,12)6(19,25-8(23,24)5(1,17)18)3(13,14)4(15,16)7(20,21)22

Upstream product

• 3857-17-8 2-propyltetrahydropyran 
• 17912-09-3 2-(2'-Propyl)tetrahydropyran 
• 592-94-9 octanoic acid fluoride 
• 94412-86-9 2-(1,1,2,3,3,3-hexafluoropropyl)oxane 
• 111-64-8 n-octanoic acid chloride 

Relevant articles and documents

ELECTROCHEMICAL FLUORINATION OF 4-(PERFLUORO-n-BUTYL)-n-BUTANOYL CHLORIDE

Electrochemical fluorination of 4-(perfluoro-n-butyl)-n-butanoyl chloride produces perfluorooctanoyl fluoride in higher yields than those obtained from n-octanoyl chloride, which is the usual starting material.In particular, one of the by-products of the industrial process, the cyclic perfluoroether perfluoro-2-propyl-tetrahydropyran, is not formed.Also the other by-products, except fluorocarbon perfluoro-n-heptane, are produced in lower amounts.These results are discussed and a mechanism is suggested.

ELECTROCHEMICAL FLUORINATION USING POROUS NICKEL AND FOAM NICKEL ANODES

This work set out to examine the reasons behind some of the problems associated with ECF, namely, lack of reproducibility, low chemical yields, poor selectivity and low current densities, with a view to ameliorating these shortcomings and making the process more attractive to the chemical industry.The approach was to study the chemistry under controlled conditions of potential, reactant concentration, temperature, etc., and to analyse the results in terms of product structure, distribution and yield.Two distinct stages in the process were identified, i) the conditioning of the electrode, and, ii) the fluorination of the organic substrate.These stages are described in detail in relation to two model systems investigated, the fluorination of propene using porous and foam nickel anodes, and the fluorination of the octanoyl chloride using nickel foam anodes.The scales of experiments ranged from 100 ml to 100 l cell capacities.General conclusions are derived and recommendations made for the more efficient operation of the process.

FLUORINATION OF 2-ALKYL-SUBSTITUTED OXIRANES. THE SYNTHESIS AND PURIFICATION OF PERFLUORO(2-ALKYL-SUBSTITUTED OXANE)S

Five kinds of 2-alkyl-substituted oxanes like 2-ethyloxane, 2-n-propyloxane, 2-iso-propyloxane, 2-n-butyloxane and 2-n-amyloxane were fluorinated electrochemically to give the corresponding perfluoro(2-alkyloxane)s.The perfluoro(2-alkyloxane)s were obtained in good yields from these starting materials together with isomeric perfluoro(2-alkyloxolane)s, perfluoro(2-alkyl-5-methyloxolane)s and perfluoro(dialkyl ether)s.The purification of the perfluoro(2-alkyloxane)s which contained small amounts of isomeric perfluoro(2-alkyloxolane)s was succesfully achieved by recovering the former unreacted after treating these mixtures with anhydrous aluminum chloride at 150-160 deg C during ca. 48 hrs in order to convert the latter into the easy-separable perfluoro-(2,5,5-trichloro-2-alkyloxolane)s.Small quantities of new perfluoro(5,5-dichloroalkanoyl chloride)s were also among the chlorination products.The spectroscopic data as well as the physical properties of these new fluorination products, and perfluoro(2,5,5-trichloro-2-alkyloxolane)s and perfluoro(5,5-dichloroalkanoyl chloride)s are presented.