336-08-3

Basic information

• Product Name: OCTAFLUOROADIPIC ACID
• Synonyms: octafluoro-hexanedioicaci;2,2,3,3,4,4,5,5-OCTAFLUOROHEXANEDIOIC ACID;RARECHEM AL BO 0766;OCTAFLUOROADIPIC ACID;OCTAFLUOROHEXANEDIOIC ACID;PERFLUOROHEXANEDIOIC ACID;PERFLUOROADIPIC ACID;OCTAFLUOROADIPIC ACID 98%
• CAS NO: 336-08-3
• Molecular Formula: C₆H₂F₈O₄
• Molecular Weight: 290.06
• EINECS: 206-407-1
• Product Categories: Fluorous Chemistry;Fluorous Compounds;Synthetic Organic Chemistry
• Mol File: 336-08-3.mol

Chemical Properties

• Melting Point: 132-134°C
• Boiling Point: 274.4 °C at 760 mmHg
• Flash Point: 119.8 °C
• Appearance: white crystals with an acrid odour
• Density: 1.806 g/cm³
• Vapor Pressure: 0.00149mmHg at 25°C
• Refractive Index: 1.345
• PKA: 0.22±0.10(Predicted)
• Water Solubility: almost transparency in Water
• Stability: Stable. Non-flammable. Incompatible with strong bases.
• CAS DataBase Reference: OCTAFLUOROADIPIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: OCTAFLUOROADIPIC ACID(336-08-3)
• EPA Substance Registry System: OCTAFLUOROADIPIC ACID(336-08-3)

Safety Data

• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-36/37/39-60-45-28-24/25-22
• RIDADR: 3261
• RTECS: MO1925000
• TSCA: T
• HazardClass: CORROSIVE
• Hazardous Substances Data: 336-08-3(Hazardous Substances Data)

Usage

Chemical Properties

white crystals with an acrid odour

InChI:InChI=1/C6H2F8O4/c7-3(8,1(15)16)5(11,12)6(13,14)4(9,10)2(17)18/h(H,15,16)(H,17,18)

Upstream product

• 2367-86-4 1H,2H-decafluorocyclohexane 
• 355-75-9 decafluorocyclohex-1-ene 
• 777-97-9 2,3,3,4,4,5,5,6,6-nonafluorocyclohexene 
• 812-97-5 perfluoro-1,7-octadiene 
• 2342-07-6 perfluorotetralin 
• 32062-53-6 Perfluor-(1-cyclohexyl-2-methylcyclopenten) 
• 647-53-0 1-methylnonafluorocyclohexene 
• 6146-18-5 Nonafluor-1-isopropoxy-cyclohexen 
• 745-22-2 Undecafluor-6-trifluormethyl-tetralin 
• 375-80-4 dodecafluoro-1,6-diiodohexane 
• 86145-86-0 (E)-2,2,3,3,4,4,5,5,6,7-Decafluoro-oct-6-en-1-ol 
• 376-44-3 3,3,4,4,5,5,6,6-octafluoro-2,7-octanedione 
• 83192-87-4 3,3,4,4,5,5,6,6-octafluoro-1,8-octanediol 
• 92406-72-9 decafluorocyclohept-2-enone 

Downstream Products

• 376-50-1 diethyl perfluoroadipate 
• 685-63-2 hexafluoro-1,3-butadiene 
• 36566-87-7 β-Perfluorvinyl-perfluorpropionylfluorid 
• 336-06-1 octafluoroadipoyl chloride 
• 25871-03-8 2,2,3,3,4,4,5,5-Octafluoro-1,6-di-p-tolyl-hexane-1,6-dione 
• 2146-08-9 Perfluoradipinsaeure-diphenylester 
• 13630-24-5 Octafluor-1,4-bis-<4-brom-benzoyl>-butan 
• 376-72-7 2,2,3,3,4,4,5,5-octafluorovaleric acid 
• 25872-47-3 C₂₀H₈Cl₂F₈O₄ 
• 26037-91-2 C₂₀H₁₀F₈O₆ 
• 25872-48-4 C₂₀H₁₂F₈N₂O₄ 
• 26037-95-6 C₂₀H₁₀Cl₄F₈O₄ 
• 26037-93-4 C₂₀H₁₂Cl₄F₈N₂O₂ 
• 355-66-8 octafluoro-adipic acid diamide 

Relevant articles and documents

Preparation method of fluorine-containing dicarboxylic acid

The invention discloses a preparation method of fluorine-containing dicarboxylic acid, which comprises: by using fluorine-containing cycloolefin as a raw material, performing oxidation with an oxidantunder the actions of a solvent and a catalyst to generate the corresponding fluorine-containing dicarboxylic acid. According to the method, a mixed solvent composed of the organic solvent and water is used as a solvent system of an oxidation reaction, the fluorine-containing cycloolefin is oxidized into corresponding fluorine-containing dicarboxylic acid by using the oxidant under the action of the catalyst, and the method has the characteristics of simple operation, stable process, safety, short reaction time, high yield and high product quality, and is suitable for large-scale production.

Method for synthesizing high-purity hexafluoro-1, 3-butadiene

The invention relates to a method for synthesizing high-purity hexafluoro-1, 3-butadiene, and belongs to the field of organic chemical synthesis. The method for synthesizing the hexafluoro-1, 3-butadieneI is characterized by comprising: heating hexachlorobenzene, chlorine and anhydrous hydrogen fluoride under the action of a catalyst to generate 1, 2-dichloro-3, 3, 4, 4, 5, 5, 6, 6-octafluorocyclohexene; heating the 1, 2-dichloro-3, 3, 4, 4, 5, 5, 6, 6-octafluorocyclohexene and a solvent under the action of a strong oxidant to generate 1, 6-octafluoroadipic acid; and finally, heating the 1, 6-octafluoroadipic acid and a solvent under the action of sodium hydroxide to generate sodium fluoride, water, carbon dioxide and hexafluoro-1, 3-butadiene, performing water removal and carbon dioxide removal treatment on the mixed gas to obtain the high-purity hexafluoro-1, 3-butadiene. The raw materials are cheap and convenient to obtain; the catalyst has good stability and long service life; theproduct separation and purification are simple; and industrial production is easy.

Process for producing fluorine-containing aliphatic carboxylic acids

Process for producing fluorine-containing aliphatic carboxylic acids having the general formula of Y--Rf --Y' as defined herein by reaction of fluorine-containing aliphatic halogen compounds having the general formula of X--R4 --X' as defined herein with carbon dioxide under the presence of zinc in an organic solvent and hydrolysis of the reaction product, wherein the improvement comprises controlling the concentration of carbon dioxide in the organic solvent at a level of 0.3 to 5 mol/l.

REACTIONS OF PERHALOCARBONS. PART IX. CONVERSION OF PER(POLY)FLUOROALKYL HALIDES INTO THE CORRESPONDING CARBOCYCLIC ACIDS WITH A REDOX SYSTEM

The conversion of per(poly)fluoroalkylhalides into the corresponding carbocyclic acids with a redox system-(NH4)2S2O8/HCO2Na is described.The reaction provides a convenient method for the synthesis of various per(poly)fluorocarboxylic acids under mild conditions.

SYNTHESIS OF FLUORINATED DIFUNCTIONAL MONOMERS

In order to obtain fluorinated difunctional monomers for fluoropolyurethanes, we synthesized novel fluorinated aliphatic diisocyanates (OCNCH2(CF2)nCH2NCO) from corresponding diols (HOCH2CH2(CF2)nCH2CH2OH).Oxidation of the diols with chromium trioxide-sulfuric acid gave α,α,ω,ω-tetrahydroperfluoroalkylene dicarboxylic acids in high yields.Then treating the acids with phosphorus pentachloride afforded corresponding dicarboxyl chlorides, which are easily converted to dicarboxyl azides with hydrazoic acid-pyridine complex.Finally, on Curtius rearrangement of the azides, the end products, α,α,ω,ω-tetrahydroperfluoroalkylene diisocyanates were obtained in 53percent (n=4) and 19percent (n=6) yields from the starting diols.

SYNTHESIS OF FLUORINATED α-DIKETONES AND SOME INTERMEDIATES

Reactions of perfluoroalkylcopper compounds with α-ketoacyl chlorides were used for the synthesis of fluorinated α-diketones.Heptafluoropropylcopper prepared from copper bronze and 1-iodoheptafluoropropane reacted with benzoylformyl chloride to give heptafluoro-1-phenyl-1,2-pentanedione, with trimethylpyruvyl chloride to give 2,2-dimethyl-5,5,6,6,7,7,7-heptafluoro-3,4-heptanedione, and with 3,3,4,4,5,5,5-heptafluoro-2-keto-pentanoyl chloride or oxalyl chloride to give tetradecafluoro-4,5-octane-dione.Syntheses of fluorinated acetylenes, cyanohydrins, α-hydroxy acids, α-keto acids, their chlorides, and other intermediates for the syntheses of α-diketones by the above route and by other methods are described.An interesting seven-membered ring containing β-hydroxy ketone was obtained by an intramolecular aldol condensation of a fluorinated bis(methyl) ketone.