335-10-4

Basic information

• Product Name: 2,3,3,3-tetrafluoro-2-(trifluoromethyl)propanoic acid
• Synonyms: 2,3,3,3-Tetrafluoro-2-(trifluoromethyl)propanoic acid; propanoic acid, 2,3,3,3-tetrafluoro-2-(trifluoromethyl)-
• CAS NO: 335-10-4
• Molecular Formula: C₄HF₇O₂
• Molecular Weight: 214.0384
• Mol File: 335-10-4.mol
• Article Data: 11

Chemical Properties

• Boiling Point: 101.2°C at 760 mmHg
• Flash Point: 15°C
• Density: 1.679g/cm³
• Vapor Pressure: 24.8mmHg at 25°C
• Refractive Index: 1.291
• CAS DataBase Reference: 2,3,3,3-tetrafluoro-2-(trifluoromethyl)propanoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3,3,3-tetrafluoro-2-(trifluoromethyl)propanoic acid(335-10-4)
• EPA Substance Registry System: 2,3,3,3-tetrafluoro-2-(trifluoromethyl)propanoic acid(335-10-4)

Safety Data

• Hazardous Substances Data: 335-10-4(Hazardous Substances Data)

Usage

General Description

2,3,3,3-Tetrafluoro-2-(trifluoromethyl)propanoic acid, also known by its trade name GenX, is a fluorinated organic chemical used in industrial applications, primarily as a replacement for perfluorooctanoic acid (PFOA) in the manufacture of high-performance plastics. It is known for its high thermal stability, exceptional chemical resistance and ability to repel oil, grease, and water, making it extremely useful in a variety of applications such as non-stick cookware, water-repellent clothing, and food packaging among others. Despite its usefulness, GenX is a subject of environmental and health concerns due to its potential to remain in the environment and in the body for a long time, with studies showing possible links to certain types of cancers and other health risks.

Upstream product

• 97-72-3 2-Methylpropionic anhydride 
• 79-31-2 isobutyric Acid 
• 677-69-0 perfluoroisopropyl iodide 
• 124-38-9 carbon dioxide 
• 38392-11-9 2,3,3,3-Tetrafluoro-2-trifluoromethyl-propionic acid benzyl ester 
• 116-15-4 perfluoropropylene 
• 431-89-0 1,1,1,2,3,3,3-Heptafluoropropane 
• 373-68-2 tetramethylammonium fluoride 
• 3709-71-5 trans-perfluoro-(4-methyl-2-pentene) 
• 64-19-7 acetic acid 
• 281206-28-8 Perfluoro-4,5-bisfluorosulfonyloxy-2,6-dimethylheptane-3-one 
• 111632-55-4 perfluorodi-iso-butyryl peroxide 
• 79-30-1 isobutyryl chloride 
• 141-75-3 butyryl chloride 

Downstream Products

• 1526-49-4 ethyl heptafluoroisobutyrate 
• 14316-87-1 heptafluoroisobutyryl chloride 
• 680-05-7 methyl 2,3,3,3-tetrafluoro-2-(trifluoromethyl)propanoate 

Relevant articles and documents

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Method for preparing heptafluorobutyl chloride from heptafluoro-2-haloalkane

The invention discloses a method for preparing heptafluorobutyl chloride from heptafluoro-2-haloalkane. The reaction is divided into two steps: (1) introducing carbon dioxide into a solution A containing metal M under ultrasonic or high-pressure conditions, dropping heptafluoro-2-haloalkane, reacting at a temperature of 60-75 DEG C, acidifying the reaction solution to a pH value of being less than2 after reaction completion, and separating to remove the aqueous phase to obtain an intermediate heptafluoroisobutyric acid; (2) dropwise adding a halogenating agent into solvent-free heptafluoroisobutyric acid under nitrogen protection, stirring and reacting at a room temperature after dropping completion, raising the temperature to perform reflux reaction, observing and stopping the reaction after any gas is not produced, distilling and collecting the fraction of 50 DEG C or below, thereby obtaining the heptafluorobutyl chloride. The method disclosed by the invention has the advantages ofshort synthetic route, simple process flow and low equipment investment.

Free-radical selective functionalization of 1,4-naphthoquinones by perfluorodiacyl peroxides

Perfluoroalkyl radicals, generated by thermal decomposition of perfluorodiacyl peroxides, react selectively with quinone rings of 1,4-naphthoquinones. In the presence of a non-conjugated alkene such as 1-hexene, perfluoroalkyl radicals add to the double bonds of the olefin forming a radical adduct, which selectively adds to the naphthoquinone ring. Several perfluorodiacyl peroxides have been synthesized and used for the direct and alkene-mediated functionalization of naphthoquinones. Geometrical parameters and electron density topology of all perfluorodiacyl peroxides have been calculated by the density functional formalism and quantum theory of atoms in molecules to attempt a rationalization of the experimental reactivity.