335-66-0

Basic information

• Product Name: PERFLUOROOCTANOYL FLUORIDE
• Synonyms: Perfluorocaprylic acid fluoride;2,2,3,3,4,4,5,5,6,6,7,7,8,8,8-pentadecafluorocaprylyl fluoride;2,2,3,3,4,4,5,5,6,6,7,7,8,8,8-pentadecafluorooctanoyl fluoride;F 06161;Perfluorooctanoic acid fluoride;PENTADECAFLUOROOCTANOYL FLUORIDE;PERFLUOROOCTANOYL FLUORIDE;pentadecafluorooctyl fluoride
• CAS NO: 335-66-0
• Molecular Formula: C₈F₁₆O
• Molecular Weight: 416.06
• EINECS: 206-396-3
• Mol File: 335-66-0.mol
• Article Data: 15

Chemical Properties

• Boiling Point: 105-107°C
• Flash Point: 39.9 °C
• Appearance: /
• Density: 1.696 g/cm³
• Vapor Pressure: 13.6mmHg at 25°C
• Refractive Index: 1.2770 (589.3 nm 25℃)
• CAS DataBase Reference: PERFLUOROOCTANOYL FLUORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: PERFLUOROOCTANOYL FLUORIDE(335-66-0)
• EPA Substance Registry System: PERFLUOROOCTANOYL FLUORIDE(335-66-0)

Safety Data

• Hazard Codes: C,Xi
• Statements: 34
• Safety Statements: 26-36/37/39
• RIDADR: 3265
• TSCA: T
• HazardClass: IRRITANT
• Hazardous Substances Data: 335-66-0(Hazardous Substances Data)

Usage

General Description

Perfluorooctanoyl fluoride, also known as PFOA, is a synthetic fluorosurfactant and fluorotelomer alcohol used in the production of fluoropolymers such as Teflon. It is a persistent organic pollutant and has been associated with various health risks, including cancer, liver damage, and developmental effects in animals and humans. PFOA is highly soluble in water and does not break down easily in the environment, leading to its widespread contamination of water sources and ecosystems. As a result, many countries and organizations have taken steps to limit or ban the use of PFOA in various consumer products and industrial processes.

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

Upstream product

• 111-64-8 n-octanoic acid chloride 
• 64018-25-3 3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooctanoyl chloride 
• 592-94-9 octanoic acid fluoride 
• 307-35-7 perfluorooctyl sulfofluorure 
• 124778-16-1 4-(perfluoro-n-butyl)-n-butanoyl chloride 
• 335-95-5 sodium perfluorooctanoate 
• 33496-48-9 pentadecafluorooctanoic anhydride 
• 335-67-1 Perfluorooctanoic acid 
• 559-14-8 perfluorooct-1-ene 

Downstream Products

• 137521-66-5 1-Phenyl-2-[4-(1,1,2,2-tetrafluoro-2-heptadecafluorooctyloxy-ethyl)-phenyl]-ethane-1,2-dione 
• 134948-34-8 Sodium perfluorooctanoxyacetate 
• 134918-66-4 Potassium perfluorooctanoxyacetate 
• 109384-71-6 1,2,3,4,5-Pentafluoro-6-pentadecafluoronon-1-ynyl-benzene 
• 307-62-0 perfluorotetradecane 
• 2501-01-1 Perfluoro-5,6-dimethyl-4,7-dioxadecane 
• 335-57-9 perfluoroheptane 

Relevant articles and documents

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EINSTUFIGE HERSTELLUNG HALOGENIERTER CARBONSAUREFLUORIDE AUS DEN FREIEN SAUREN

The reaction of per- or polyhalogenated carboxylic acids with trifluoromethyl or difluorochloromethyl substituted aromatics takes place in the presence of Lewis-acid-catalysts and forms the corresponding acid fluorides in good to very good yields.

PROCESSES FOR PRODUCTION OF FLUORINE-CONTAINING COMPOUNDS

This process for producing fluorine-containing compounds includes liquid-phase fluorination by introducing a raw material compound and fluorine gas into a solvent to replace hydrogen atoms in the raw material compound with fluorine atoms. More specifically, the process for producing fluorine-containing compounds includes (1) promoting fluorination by dissolving the raw material compound in anhydrous hydrofluoric acid and introducing into a liquid-phase fluorination solvent, or (2) promoting fluorination by dissolving the raw material compound in a perfluoro compound having a plurality of polar groups in a molecule thereof and introducing into a liquid-phase fluorination solvent. According to these processes, a fluorination reaction can be carried out at high yield and without containing hardly any isomers while using a hydrocarbon compound as is for the raw material.

A Lewis acid catalytic process for preparing fluorocarboxylic acid halides

Selected Group III and Group V Lewis acids were found to catalyze the isomerization and rearrangement of halosulfonyldifluoromethyl group (Rf-CF2SO2X, where X is either chlorine or fluorine) to form fluorocarboxylic acid halides (RfCOX). Fluorodesulfoxylation of the halosulfonyldifluoromethyl group yielded SOF2 as one of the two sulfur-containing oxides. Product analysis would suggest that both Lewis acid catalyzed and halogen exchange reactions are occurring and are dependent upon the starting halosulfonyldifluoromethyl material and Lewis acid.