Perfluorooctanesulfonamide

Base Information

• Chemical Name: Perfluorooctanesulfonamide
• CAS No.: 754-91-6
• Molecular Formula: C8H2F17NO2S
• Molecular Weight: 499.148
• Hs Code.: 29241990
• European Community (EC) Number: 212-046-0
• UNII: 80AM718FML
• DSSTox Substance ID: DTXSID3038939
• Nikkaji Number: J27.719C
• Wikipedia: Perfluorooctanesulfonamide
• Wikidata: Q7168162
• Metabolomics Workbench ID: 74803
• ChEMBL ID: CHEMBL1087375
• Mol file: 754-91-6.mol

Synonyms:1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8,8-heptadecafluoro-N-methyloctane-1-sulfonamide;1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8,8-heptadecafluorooctane-1-sulfonamide;DESFA;FOSA perfluorooctane sulfonamide;heptadecafluoro-N-methyloctanesulphonamide;N-methyl-perfluorooctane-1-sulphonamide;N-methylperfluorooctanesulfonamide;perfluorooctane sulfonamide;perfluorooctanesulfonamide;perfluorooctanesulfonamide, monosodium salt;PFOSA;PFOSA perfluorooctanesulfonamide;sodium perfluorooctane sulfonamide;sodium;1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8,8-heptadecafluorooctylsulfonylazanide

Chemical Property of Perfluorooctanesulfonamide

Chemical Property:

• Appearance/Colour: Clear liquid
• Vapor Pressure: 0.0785mmHg at 25°C
• Melting Point: 151-152 °C
• Refractive Index: 1.309
• Boiling Point: 227.2 °C at 760 mmHg
• PKA: 7.01±0.60(Predicted)
• Flash Point: 91.2 °C
• PSA: 68.54000
• Density: 1.793 g/cm³
• LogP: 6.02290
• Storage Temp.: 2-8°C
• Solubility.: Acetone (Slightly), Methanol (Sparingly)
• XLogP3: 4.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 20
• Rotatable Bond Count: 7
• Exact Mass: 498.9534782
• Heavy Atom Count: 29
• Complexity: 730

Purity/Quality:

98%,99%, ^*data from raw suppliers

Perfluorooctanesulfo?namide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 53
• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(C(C(C(C(F)(F)S(=O)(=O)N)(F)F)(F)F)(F)F)(C(C(C(F)(F)F)(F)F)(F)F)(F)F
• Uses: Perfluorooctanesulfo?namide is a longer chain fluorinated surfactant used in polymers. Used in aqueous film firm-forming foam to extinguish hydrocarbon-based fires.

Technology Process of Perfluorooctanesulfonamide

There total 12 articles about Perfluorooctanesulfonamide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 95.0%

perfluorooctyl sulfofluorure (307-35-7) → heptadecafluoro-octane-1-sulfonic acid amide (754-91-6)

Guidance literature:

With ammonia; at 20 ℃; under 4137.29 Torr;

Reference yield:

perfluorooctyl sulfofluorure (307-35-7) + sodium 1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8,8-heptadecafluoro-n-octyl-N-trimethylsilylsulfamide anion → heptadecafluoro-octane-1-sulfonic acid amide (754-91-6) + Perfluorooctanesulfonic acid (1763-23-1) + bis(1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8,8-heptadecafluorooctanesulfonyl)imide (39847-41-1)

Guidance literature:

perfluorooctyl sulfofluorure; sodium 1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8,8-heptadecafluoro-n-octyl-N-trimethylsilylsulfamide anion; In acetonitrile; for 24h; Heating;

With hydrogenchloride; In diethyl ether; Further stages.;

DOI:10.1002/hc.20452

Reference yield:

perfluorooctane-1-sulfonyl azide (238091-00-4) → heptadecafluoro-octane-1-sulfonic acid amide (754-91-6)

Guidance literature:

With hydrogenchloride; zinc; In diethyl ether; at 20 ℃; for 24h;

DOI:10.1016/j.jfluchem.2007.01.013

upstream raw materials:

perfluorooctyl sulfofluorure

perfluorooctane-1-sulfonyl azide

Trifluoromethanesulfonyl fluoride

Nonafluorobutanesulfonyl fluoride

Downstream raw materials:

heptadecafluoro-N,N-bis(2-hydroxyethyl)octanesulfonamide

{(C₂H₅)3NH}⁽¹⁺⁾*C₈F₁₇SO₂NH^(1-)={(C₂H₅)3NH}NHSO₂C₈F₁₇

Refernces

• 1、 Hong, Mei,Cai, Chun. "Ytterbium(III) bis(perfluorooctanesulfonyl)imide catalyzed one-pot synthesis of tetrahydrobenzo[b]pyrans in fluorous biphase system". experimental part. p. 568 - 570. Retrieved 2011/02/23.
• 2、 Hong, Mei,Cai, Chun. "Sc[N(SO2C8F17)2]3 catalyzed condensation of β-naphthol and aldehydes in fluorous solvent: One-pot synthesis of 14-substituted-14H-dibenzo[a,j]xanthenes". experimental part. p. 989 - 992. Retrieved 2010/01/15.