27854-30-4

Basic information

• Product Name: 2H,2H,3H,3H-PERFLUORONONANOIC ACID
• Synonyms: 2H,2H,3H,3H-PERFLUORONONANOIC ACID;6:3 FTCA;4,4,5,5,6,6,7,7,8,8,9,9,9-TRIDECAFLUORONONANOIC ACID;3-(PERFLUOROHEXYL)PROPIONIC ACID;2H,2H,3H,3H-PERFLUORONONANOIC ACID 97%
• CAS NO: 27854-30-4
• Molecular Formula: C₉H₅F₁₃O₂
• Molecular Weight: 392.11
• Mol File: 27854-30-4.mol
• Article Data: 9

Chemical Properties

• Melting Point: 62 °C
• Boiling Point: 117 °C
• Flash Point: 83.5°C
• Appearance: /
• Density: 1.614g/cm³
• Vapor Pressure: 0.0603mmHg at 25°C
• Refractive Index: 1.313
• PKA: 4.21±0.10(Predicted)
• CAS DataBase Reference: 2H,2H,3H,3H-PERFLUORONONANOIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 2H,2H,3H,3H-PERFLUORONONANOIC ACID(27854-30-4)
• EPA Substance Registry System: 2H,2H,3H,3H-PERFLUORONONANOIC ACID(27854-30-4)

Safety Data

• Hazard Codes: C,Xi
• Statements: 34
• Safety Statements: 26-36/37/39-45
• RIDADR: UN 3261 8/PG 2
• WGK Germany: 3
• Hazardous Substances Data: 27854-30-4(Hazardous Substances Data)

Usage

General Description

2H,2H,3H,3H-perfluorononanoic acid is a synthetic chemical compound that belongs to the class of perfluorinated carboxylic acids. It is widely used in industrial processes as a surfactant, lubricant, and stain repellent due to its unique properties, such as chemical stability, water and oil repellency, and low surface tension. However, there are concerns about its environmental and health effects, as it is highly persistent in the environment and can bioaccumulate in living organisms. Studies have shown that exposure to 2H,2H,3H,3H-perfluorononanoic acid may have adverse effects on human health, such as liver toxicity, developmental toxicity, and hormonal disruption. As a result, there have been efforts to regulate and phase out the use of this chemical in various industries to minimize its environmental and health impacts.

InChI:InChI=1/C9H5F13O2/c10-4(11,2-1-3(23)24)5(12,13)6(14,15)7(16,17)8(18,19)9(20,21)22/h1-2H2,(H,23,24)

Upstream product

• 2043-57-4 1,1,1,2,2,3,3,4,4,5,5,6,6-Tridecafluoro-8-iodooctane 
• 124-38-9 carbon dioxide 
• 76598-01-1 3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooctyl magnesium iodide 
• 80806-68-4 4,4,5,5,6,6,7,7,8,8,9,9,9-tridecafluorononan-1-ol 
• 38550-44-6 4,4,5,5,6,6,7,7,8,8,9,9,9-tridecafluoro-1-iodononan-1-ol 
• 64-18-6 formic acid 
• 25291-17-2 3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooct-1-ene 

Downstream Products

• 1137672-93-5 N,N'-(2,4,6-triethyl-1,3-phenylene)bis(methylene)bis(4,4,5,5,6,6,7,7,8,8,9,9,9-tridecafluorononanamide) 
• 1233933-13-5 N-[4-(1,3-dioxacyclopent-2-yl)benzyl]-2H,2H,3H,3H-perfluorononamide 
• 1256282-38-8 (2S,4R)-dibenzyl 4-(4,4,5,5,6,6,7,7,8,8,9,9,9-tridecafluorononanoyloxy)pyrrolidine-1,2-dicarboxylate 
• 1262770-54-6 2,5-dioxopyrrolidine-1-yl 4,4,5,5,6,6,7,7,8,8,9,9,9-tridecafluorononanoate 

Relevant articles and documents

Thermomorphic metal scavengers: A synthetic and multinuclear NMR study of highly fluorinated ketones and their application in heavy metal removal

The preparation of a ketone with two long chain perfluoroalkyl groups is reported via the coupling reaction of a perfluorinated alkylzinc reagent and a perfluoro-acid chloride. This ketone has been investigated in the heterogeneous removal of heavy metals M2+ (M = Sn, Cd, Pb, Hg) and As5+ from aqueous solutions and removal of these metals from organic solvents using the unique thermomorphic properties of the fluorous ketone. In addition, a comprehensive 13C NMR study of one of the intermediates in the synthesis, 2H,2H,3H,3H-perfluoronanoic acid, has allowed the determination of all 1JC-F and 2JC-F coupling constants. Also reported is the crystal structure of the acid CF3(CF2)5CH2CH2CO2H.

Synthesis and surface properties of new semi-fluorinated sulfobetaines potentially usable for 2D-electrophoresis

New semi-fluorinated amidosulfobetaines, homologs of hydrocarbon amidosulfobetaines (ASB) commonly used in two-dimensional gel electrophoresis (2DE), were prepared in three steps from 2-F-alkylethyl iodide or F-alkyl iodide. Their synthesis was described and their air-water interface properties were investigated and compared with their perhydrogenated counterpart properties. The influence of the relative lengths of the perfluorinated and hydocarbonated moieties was discussed. 2DE of a rat testicular membrane fraction was performed comparatively using one of these fluorinated sulfobetaines and its hydrocarbon homolog; these preliminary results showed the great potential of the semi-fluorinated sulfobetaines in proteomic analysis.

Selective mono- and di{(perfluoroalkyl)acylation} of ferrocene

The selective synthesis of mono- and 1,1′-di{(perfluoroalkyl)acylated} ferrocenes by Friedel-Crafts acylation with (perfluoroalkyl)acyl halides is described. The acyl derivatives were further converted to the corresponding (perfluoroalkyl)alkyl ferrocenes by reduction of the carbonyl group with LiAlH4/AlCl3. Electrochemical studies of all the obtained substituted ferrocenes were carried out to assess the influence of the perfluoroalkyl ponytails on their redox behavior.