53826-12-3

Basic information

• Product Name: (Perfluorohexyl)acetic acid
• Synonyms: (Perfluorohexyl)acetic acid;2H,2H-Perfluorooctanoic acid;3,3,4,4,5,5,6,6,7,7,8,8,8-Tridecafluorooctanoic acid
• CAS NO: 53826-12-3
• Molecular Formula: C₈H₃F₁₃O₂
• Molecular Weight: 378.0874616
• Mol File: 53826-12-3.mol
• Article Data: 13

Chemical Properties

• Melting Point: 55 °C(Solv: carbon tetrachloride (56-23-5))
• Boiling Point: 193.4±35.0 °C(Predicted)
• Appearance: /
• Density: 1.670±0.06 g/cm3(Predicted)
• Storage Temp.: Hygroscopic, -20°C Freezer, Under inert atmosphere
• Solubility: Acetone (Slightly), DMSO (Slightly)
• PKA: 3.38±0.10(Predicted)
• Stability: Hygroscopic
• CAS DataBase Reference: (Perfluorohexyl)acetic acid(CAS DataBase Reference)
• NIST Chemistry Reference: (Perfluorohexyl)acetic acid(53826-12-3)
• EPA Substance Registry System: (Perfluorohexyl)acetic acid(53826-12-3)

Safety Data

• Hazardous Substances Data: 53826-12-3(Hazardous Substances Data)

Usage

Uses

Used in Consumer Products Industry:
(Perfluorohexyl)acetic acid is used as a surfactant and processing aid in the production of various consumer products, such as non-stick cookware, food packaging materials, and stain-resistant fabrics. Its water, grease, and stain-resistant properties make it an ideal component for these applications.
Used in Industrial Applications:
(Perfluorohexyl)acetic acid is used as a surfactant in the manufacturing of various industrial products, such as firefighting foams, waxes, and polishes. Its ability to repel water and oils makes it a valuable component in these applications.
Used in Environmental Pollutant:
(Perfluorohexyl)acetic acid is a pollutant that is present in solid waste from consumer products such as pizza boxes and Teflon-coated materials. Its persistence in the environment and potential health risks have led to increased scrutiny and regulations on its use and disposal.

Upstream product

• 647-42-7 1H,1H,2H,2H-tridecafluoro-n-octanol 
• 355-43-1 n-perfluorohexyl iodide 
• 64-19-7 acetic acid 
• 142502-58-7 Acetic acid 3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluoro-1-iodo-octyl ester 
• 197858-05-2 2-Bromo-3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluoro-octanoic acid 
• 197858-02-9 2-Hydroxy-3-perfluorohexylpropanoic acid 
• 83310-90-1 2-Iodo-4,4,5,5,6,6,7,7,8,8,9,9,9-tridecafluorononyl acetate 
• 38550-44-6 4,4,5,5,6,6,7,7,8,8,9,9,9-tridecafluoro-1-iodononan-1-ol 
• 56734-81-7 2H,2H-tridecafluoro-octanal 

Downstream Products

• 144584-07-6 2-(3,3,4,4,5,5,6,6,7,7,8,8,8-Tridecafluoro-octanoylamino)-benzoic acid 
• 404597-19-9 3,4,4,5,5,6,6,7,7,8,8,8-dodecafluoro-oct-2-enoic acid p-tolylamide 
• 404597-16-6 (Z)-3,4,4,5,5,6,6,7,7,8,8,8-Dodecafluoro-oct-2-enoic acid (4-chloro-phenyl)-amide 
• 404597-12-2 3,4,4,5,5,6,6,7,7,8,8,8-dodecafluoro-oct-2-enoic acid m-tolylamide 
• 404597-09-7 (Z)-3,4,4,5,5,6,6,7,7,8,8,8-Dodecafluoro-oct-2-enoic acid (4-bromo-phenyl)-amide 
• 404597-06-4 (Z)-3,4,4,5,5,6,6,7,7,8,8,8-Dodecafluoro-oct-2-enoic acid phenylamide 
• 307-24-4 undecafluorohexanoic acid 
• 45084-94-4 2-Dimethylamino-methylen-1,3-bis-dimethyl-immonio-propan 
• 38571-88-9 Dimethyl-<3-dimethylamino-prop-2t-en-yliden>ammonium 

Relevant articles and documents

NEW AMMONIUM SALTS OF FLUORINATED ORGANIC ACIDS, METHOD OF THEIR SYNTHESIS AND APPLICATION

The present invention relates to ammonium salts of partially fluorinated organic acids, represented by the general formula 1. The present invention relates also to a synthesis method of said salts as well as its use to the production of stable emulsions oil-in-water and/or water-in-oil type, as stabilising agent in blood substitute preparations.

Comparison between lyotropic cholesteric phase behavior with partly fluorinated surfactants and their exact hydrogenated counterparts

In this study, we examined lyotropic intrinsic cholesteric phase properties of some amino acid-based chiral surfactants, with partly fluorinated and hydrogenated chains, to investigate the effect of the twist structure of fluorocarbon chain on the helical twisting power of chiral surfactants. We synthesized some chiral and achiral surfactants, and their fluorinated/hydrogenated counterpart surfactants, taking into account the rule that [1 CF2 = 1.5 CH2]. We prepared lyotropic mixtures exhibiting discotic cholesteric phases by dissolution of chiral surfactants L-alaninehydrochloride undecylester (L-AUnDE), L-serinehydrochloride undecylester (L-SUnDE) and their partly fluorinated counterparts (L-APFOE and L-SPFOE, respectively) into sodium chloride (NaCl)/water mixtures, separately. The pitch measurements were used to evaluate the helical twisting powers of each fluorinated/hydrogenated chiral surfactants. The results indicated that the twist structure of fluorocarbon chain provides higher helical twisting power with respect to the hydrocarbon chain.

Perfluoroalkyl-acetic acid

The invention provides a preparation method of perfluoroalkyl acetic acid. Perfluoroalkyl acetaldehyde is formed by perfluoroalkyl iodide and vinyl ether or vinyl ester through a sulfonated dehalogenation reaction, then a direct oxidation reaction is conducted, and then perfluoroalkyl acetic acid is prepared. The production process is simple, easy to control, free of heavy metal pollution, and safer and more environmentally friendly, and the emission load of waste water is low. No by-product is produced in the reaction process, the purity of the prepared perfluoroalkyl acetic acid reaches 99%, the yield of the prepared perfluoroalkyl acetic acid ranges from 60% to 70%, and the requirements of modern industrial production are met.

Synthesis and self-assembling behavior of F-amphiphilic functionalized amines

A simple route to fluoroalkylated functionalized secondary amines is proposed by the treatment of 2-perfluoroalkylprop-2-enoic acids with various primary amines. Two of these compounds were obtained from oxyethylenic diamine and present an amphiphilic str

Light-fluorous TEMPO: reagent, spin trap and stable free radical

The synthesis of two light-fluorous TEMPO derivatives is reported, along with their fluorous-organic solvent partition coefficients and their ESR spectra. Applications of the fluorous-TEMPO reagents in oxidation reactions and as radical traps are discussed.

Synthesis of triphilic, Y-shaped molecular surfactants

Novel multiphilic molecules comprising three chains with antagonistic affinities have been synthesized. These 'triphilic' surfactants (FnHmEOy) contain a perfluorinated arm (Fn=CnF2n+1), a hydrocarbon arm (Hm=CmH2m+1), and a methyl-caped, poly(ethylene glycol) arm (EOy=CH3(OC2H4)yO). These moieties have variable lengths (n=5 or 7, m=8, 10, or 14, and y=2-7) and are interconnected in a Y shape; hence, each unit is directly connected to the other two. The key intermediates in the synthetic route are 3-F-alkyl-3-alkyloxypropanoic acids, on which the polar EOy chain is subsequently grafted. Monodisperse methyl-caped diethylene glycol (EO2) and triethylene glycol (EO3) led to the corresponding monodisperse triaffine surfactants. In parallel, a library of five F5H10EOy triaffines (y=3-7) has been obtained simultaneously when starting from the polydisperse methyl-caped poly(ethylene glycol) MPEG 350. Separation of pure individual compounds was achieved through column chromatography on silica gel. The relative concentration of the Z and E isomers has been quantified in the reaction mixtures of the intermediates and final products by 1H NMR (Z largely predominant). Several products have been obtained in their isomerically pure form. Chemical characterization (1H, 13C, and 19F NMR, elemental analysis) was consistent with the expected structures.

Novel light-fluorous TEMPO reagents and their application in oxidation reactions

The synthesis of two light-fluorous TEMPO derivatives is reported, along with their application in oxidation reactions.

Degradation of fluorotelomer alcohols: A likely atmospheric source of perfluorinated carboxylic acids

Human and animal tissues collected in urban and remote global locations contain persistent and bioaccumulative perfluorinated carboxylic acids (PFCAs). The source of PFCAs was previously unknown. Here we present smog chamber studies that indicate fluorotelomer alcohols (FTOHs) can degrade in the atmosphere to yield a homologous series of PFCAs. Atmospheric degradation of FTOHs is likely to contribute to the widespread dissemination of PFCAs. After their bioaccumulation potential is accounted for, the pattern of PFCAs yielded from FTOHs could account for the distinct contamination profile of PFCAs observed in arctic animals. Furthermore, polar bear liver was shown to contain predominately linear isomers (>99%) of perfluorononanoic acid (PFNA), while both branched and linear isomers were observed for perfluorooctanoic acid, strongly suggesting a sole input of PFNA from "telomer"-based products. The significance of the gas-phase peroxy radical cross reactions that produce PFCAs has not been recognized previously. Such reactions are expected to occur during the atmospheric degradation of all polyfluorinated materials, necessitating a reexamination of the environmental fate and impact of this important class of industrial chemicals.

Reactivite D' α-bromoacides et esters F-alkyles: synthese de F-alkyl acides ethanoiques et F-alkyl acides 3-fluoroprop-2-enoiques

Action of zinc on F-alkylated β-bromoacids and esters allowed the preparation of the corresponding bromozincic derivatives which furnished: The F-alkylated acids and esters (R-CH2-COOR) by hydrolysis. The unsaturated acids and esters (R'F-CF=CH

Reactivite du 1-acetoxy-2-iodo-3-F hexylpropane: Synthese d'acides carboxyliques a chaine fluoree

The reaction of 1-acetoxy-2-iodo-3-perfluorohexylpropane in aqueous nitric acid leads to the formation of various acids: 2-hydroxy-3-perfluorohexylpropanoic, 2-perfluorohexylacetic and 2-iodo-2-perfluorohexylacetic is described.