754-91-6

Basic information

• Product Name: Perfluorooctanesulfonamide
• Synonyms: PERFLUOROOCTANSULFONAMIDE;N-Ethyl-1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8,8-heptadecafluoro-1- octanesulfonamide;heptadecafluorooctanesulphonamide;PERFLUOROOCCTANESULFONAMIDE;Perfluoroalkylsulfoamide;Perfluorooctanesulfonamide ,90%;1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8,8-Heptadecafluorooctane-1-sulfonamide;Heptadecafluorooctylsulfonylamine
• CAS NO: 754-91-6
• Molecular Formula: C₈H₂F₁₇NO₂S
• Molecular Weight: 499.14
• EINECS: 212-046-0
• Mol File: 754-91-6.mol
• Article Data: 13

Chemical Properties

• Melting Point: 151-152 °C
• Boiling Point: 227.2 °C at 760 mmHg
• Flash Point: 91.2 °C
• Appearance: /
• Density: 1.7595 (estimate)
• Vapor Pressure: 0.0785mmHg at 25°C
• Refractive Index: 1.309
• Storage Temp.: 2-8°C
• Solubility: Acetone (Slightly), Methanol (Sparingly)
• PKA: 7.01±0.60(Predicted)
• CAS DataBase Reference: Perfluorooctanesulfonamide(CAS DataBase Reference)
• NIST Chemistry Reference: Perfluorooctanesulfonamide(754-91-6)
• EPA Substance Registry System: Perfluorooctanesulfonamide(754-91-6)

Safety Data

• Hazard Codes: Xi
• Statements: 53
• Safety Statements: 22-24/25
• Hazardous Substances Data: 754-91-6(Hazardous Substances Data)

Usage

Chemical Properties

White to off-white solid

Uses

Perfluorooctanesulfo?namide is a longer chain fluorinated surfactant used in polymers. Used in aqueous film firm-forming foam to extinguish hydrocarbon-based fires.

Safety Profile

A poison by ingestion.When heated to decomposition it emits toxic vapors of SOx, NOx, and Fí.

InChI:InChI=1/C8H2F17NO2S/c9-1(10,3(13,14)5(17,18)7(21,22)23)2(11,12)4(15,16)6(19,20)8(24,25)29(26,27)28/h(H2,26,27,28)

Upstream product

• 307-35-7 perfluorooctyl sulfofluorure 
• 335-05-7 Trifluoromethanesulfonyl fluoride 
• 375-72-4 Nonafluorobutanesulfonyl fluoride 
• 7795-95-1 octane-1-sulfonyl chloride 
• 423-50-7 tridecafluorohexanesulfonyl fluoride 
• 34834-20-3 perfluoro-n-octylsulfonylisocyanate 
• 7664-41-7 ammonia 
• 238091-00-4 perfluorooctane-1-sulfonyl azide 

Downstream Products

• 40630-61-3 heptadecafluoro-N,N-bis(2-hydroxyethyl)octanesulfonamide 
• 76752-82-4 {(C₂H₅)3NH}⁽¹⁺⁾*C₈F₁₇SO₂NH^(1-)={(C₂H₅)3NH}NHSO₂C₈F₁₇ 

Relevant articles and documents

Hafnium (IV) bis(perfluorooctanesulfonyl)imide complex catalyzed synthesis of polyhydroquinoline derivatives via unsymmetrical Hantzsch reaction in fluorous medium

A facile and efficient synthesis of polyhydroquinoline derivatives was reported via four-component condensation reaction of aldehydes, dimedone, active methylene compounds, and ammonium acetate in the presence of Hf(NPf2)4 in C10F18 at 60 °C. The method offers several advantages including high yields, short reaction time, simple work-up procedure and catalyst reusability.

Synthesis and investigation of inhibition effect of fluorinated sulfonamide derivatives on carbonic anhydrase

Series of perfluoroalkanesulfonamides 1, sodium salt of perfluoroalkanesulfonamides 2 and polyfluoroalkanesulfonamides 3 derivatives were synthesized and characterized by 1H NMR, 13C NMR, 19F NMR, IR and HRMS. Inhibition effects of these compounds on bovine carbonic anhydrase (bCA) and human carbonic anhydrase isoenzyme II (hCA) have been investigated. Comparing IC50 values of the synthesized molecules 1, 2 and 3, it has been found that compound 2b is a more potent inhibitor than acetazolamide on hCA. Moreover 2b does not present cellular toxicity on sheep red globules.

Three-component one-pot synthesis of pyrimidinone derivatives in fluorous media: Ytterbium bis(perfluorooctanesulfonyl)imide complex catalyzed biginelli-type reaction

(Chemical Equation Presented) The condensation of aromatic aldehyde, cyclopentanone, and urea or thiourea in the presence of Ytterbium bis(perfluorooctanesulfonyl)imide complex in perfluorodecalin was used to synthesize a variety of benzylidene heterobicyclic pyrimidinones in excellent yields.