423-54-1

Basic information

• Product Name: PERFLUOROOCTANAMIDE
• Synonyms: PERFLUOROOCTANAMIDE;Perfluorooctanamide 97%;Perfluorooctanamide97%;2,2,3,3,4,4,5,5,6,6,7,7,8,8,8-Pentadecafluorooctanamide;Pentadecafluorooctanamide;2,2,3,3,4,4,5,5,6,6,7,7,8,8,8-pentadecafluorocaprylamide;2,2,3,3,4,4,5,5,6,6,7,7,8,8,8-Pentadecafluorooctanamide, Perfluorocaprylamide
• CAS NO: 423-54-1
• Molecular Formula: C₈H₂F₁₅NO
• Molecular Weight: 413.08
• EINECS: 207-027-9
• Mol File: 423-54-1.mol
• Article Data: 4

Chemical Properties

• Melting Point: 137-139°C
• Boiling Point: 190.7°Cat760mmHg
• Flash Point: 69.1°C
• Appearance: /
• Density: 1.696g/cm³
• Vapor Pressure: 0.535mmHg at 25°C
• Refractive Index: 1.295
• PKA: 12.95±0.50(Predicted)
• CAS DataBase Reference: PERFLUOROOCTANAMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: PERFLUOROOCTANAMIDE(423-54-1)
• EPA Substance Registry System: PERFLUOROOCTANAMIDE(423-54-1)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• Hazardous Substances Data: 423-54-1(Hazardous Substances Data)

Usage

General Description

Perfluorooctanamide, also known as PFOA, is a man-made chemical belonging to the class of perfluoroalkyl substances (PFAS). It is a colorless, odorless, and stable compound that is widely used in the production of various consumer products, such as non-stick cookware, stain-resistant fabrics, and firefighting foams. PFOA is considered a persistent organic pollutant and has been found to be present in the environment, including air, water, and soil. It has been linked to adverse health effects, including reproductive and developmental issues, as well as an increased risk of certain types of cancer. As a result, there are increasing efforts to reduce and regulate the use of PFOA in manufacturing processes and products.

InChI:InChI=1/C8H2F15NO/c9-2(10,1(24)25)3(11,12)4(13,14)5(15,16)6(17,18)7(19,20)8(21,22)23/h(H2,24,25)

Upstream product

• 335-67-1 Perfluorooctanoic acid 
• 376-27-2 methyl perfluorooctanoate 
• 375-95-1 perfluorononanoic acid 
• 335-64-8 pentadecafluorooctanoyl chloride 
• 124-07-2 Octanoic acid 

Downstream Products

• 307-29-9 2,2,3,3,4,4,5,5,6,6,7,7,8,8,8-pentadecafluoro-octylamine 
• 647-12-1 perfluorooctanenitrile 
• 1543-55-1 N,N-Bis-<1.1-dihydro-perfluor-octyl>-harnstoff 

Relevant articles and documents

Synthesis and evaluation of properties of: N, N -bis(perfluorooctyl)imine acetate sodium as a gas-wetting alteration agent

The wettability of a rock's surface is a vital factor for gas flow and fracturing fluid backflow. As a result of this, novel and effective gas wetting alteration agents are required. In this work, a gas-wetting alteration agent, N,N-bis(perfluorooctyl)imine acetate sodium, was synthesized and characterized by different methods. The wettability of a rock's surface was evaluated by contact angle and imbibition measurements, the Owens two-liquid method and glass capillary tube rise testing. The results showed that after treatment with 0.5 wt% N,N-bis(perfluorooctyl)imine acetate sodium the contact angles of water and n-hexadecane on the surface of the rock increased from 36° and 0° to 140° and 119°, respectively. The surface free energy rapidly reduced from primeval 72 mN m-1 to 3.4 mN m-1 after treatment with 0.3 wt% N,N-bis(perfluorooctyl)imine acetate sodium. These values agreed with the imbibition measurements and the results of the glass capillary tube rise testing. Moreover, analysis by scanning electron microscopy (SEM) and energy dispersive spectroscopy (EDS) showed that the roughness of the rock surface significantly increased. The above results fully proved that the wettability of the rock surface is altered from its original water-wetting or oil-wetting to gas-wetting. Furthermore, thermal analysis demonstrated that the gas-wetting alteration agent has good thermal stability, which indicates its great potential to be used as a gas-wetting alteration agent for unconventional gas reservoirs under high temperature conditions.

Micelle Formation in Liquid Ammonia

Perfluorinated long chain alkyl amides aggregate in liquid ammonia with increasing concentration which reflects micelle-type formation based on changes in 19F NMR chemical shifts. The critical micelle concentrations (cmc) decrease with increasing chain length and give Kleven parameters A = 0.18 and B = 0.19. The micelles catalyze the ammonolysis of esters in liquid ammonia. The corresponding perfluorinated long chain alkyl carboxylates form ion pairs in liquid ammonia, but the equilibrium dissociation constants indicate favorable interactions between the chains in addition to the electrostatic forces. These perfluorinated carboxylates form micelles in aqueous solution, and their cmc's generate a Kleven B-value = 0.52 compared with 0.30 for the analogous alkyl carboxylates. The differences in hydrophobicity of CH2 and CF2 units in water and liquid ammonia are discussed, as is the possible relevance to life forms in liquid ammonia.