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Perfluorooctanesulfonic acid information


Perfluorooctanesulfonic acid
PFOS molecule
Names
Preferred IUPAC name
1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8,8-Heptadecafluorooctane-1-sulfonic acid
Other names
PFOS
Identifiers
CAS Number
  • 1763-23-1 checkY
3D model (JSmol)
  • Interactive image
ChEBI
  • CHEBI:39421 checkY
ChemSpider
  • 67068 checkY
ECHA InfoCard 100.015.618 Edit this at Wikidata
EC Number
  • 217-179-8
KEGG
  • C18142 checkY
PubChem CID
  • 74483
UNII
  • 9H2MAI21CL checkY
CompTox Dashboard (EPA)
  • DTXSID3031864 Edit this at Wikidata
InChI
  • InChI=1S/C8HF17O3S/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(H,26,27,28) checkY
    Key: YFSUTJLHUFNCNZ-UHFFFAOYSA-N checkY
  • InChI=1/C8HF17O3S/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(H,26,27,28)
    Key: YFSUTJLHUFNCNZ-UHFFFAOYAS
SMILES
  • FC(F)(C(F)(F)S(=O)(=O)O)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)F
Properties
Chemical formula
C8HF17O3S
Molar mass 500.13 g/mol
Boiling point 133 °C (271 °F; 406 K) at 6 torr
Acidity (pKa) <<0[1][2]
Hazards
Occupational safety and health (OHS/OSH):
Main hazards
Toxic, persistent environmental pollutant
GHS labelling:
Pictograms
GHS06: ToxicGHS08: Health hazardGHS09: Environmental hazard
Signal word
Danger
NFPA 704 (fire diamond)
NFPA 704 four-colored diamondHealth 3: Short exposure could cause serious temporary or residual injury. E.g. chlorine gasFlammability 0: Will not burn. E.g. waterInstability 0: Normally stable, even under fire exposure conditions, and is not reactive with water. E.g. liquid nitrogenSpecial hazards (white): no code
3
0
0
Pharmacology
Legal status
  • US: Illegal in California and Maine[3]
  • Restricted internationally under Stockholm Convention
Related compounds
Related compounds
Perfluorooctanoic acid (PFOA), Perfluorobutanesulfonic acid (PFBS), Perfluorooctanesulfonamide (PFOSA), Perfluorononanoic acid (PFNA)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
checkY verify (what is checkY☒N ?)
Infobox references

Perfluorooctanesulfonic acid (PFOS) (conjugate base perfluorooctanesulfonate) is a chemical compound having an eight-carbon fluorocarbon chain and a sulfonic acid functional group and thus a perfluorosulfonic acid. It is an anthropogenic (man-made) fluorosurfactant, now regarded as a global pollutant. PFOS was the key ingredient in Scotchgard, a fabric protector made by 3M, and related stain repellents. The acronym "PFOS" refers to the parent sulfonic acid and to various salts of perfluorooctanesulfonate. These are all colorless or white, water-soluble solids. Although of low acute toxicity, PFOS has attracted much attention for its pervasiveness and environmental impact. It was added to Annex B of the Stockholm Convention on Persistent Organic Pollutants in May 2009.[4]

  1. ^ Cheng J, Psillakis E, Hoffmann MR, Colussi AJ (July 2009). "Acid dissociation versus molecular association of perfluoroalkyl oxoacids: Environmental implications" (PDF). J. Phys. Chem. A. 113 (29): 8152–8156. Bibcode:2009JPCA..113.8152C. doi:10.1021/jp9051352. PMID 19569653.
  2. ^ Rayne S, Forest K, Friesen KJ (2009). "Extending the semi-empirical PM6 method for carbon oxyacid pKa prediction to sulfonic acids: Application towards congener-specific estimates for the environmentally and toxicologically relevant C1 through C8 perfluoroalkyl derivatives". Nature Precedings: 1. doi:10.1038/npre.2009.3011. hdl:10101/npre.2009.2922.1.
  3. ^ An Act To Stop Perfluoroalkyl and Polyfluoroalkyl Substances Pollution. 130th Maine Legislature, April 15, 2021
  4. ^ Governments unite to step-up reduction on global DDT reliance and add nine new chemicals under international treaty. Geneva: Stockholm Convention Secretariat. 8 May 2009.

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Perfluorooctanesulfonic acid

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cause of concern environmentally. The primary manufacturer of perfluorooctanesulfonic acid (PFOS), the 3M Company (known as Minnesota Mining and Manufacturing...

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molecular weight. Taurodeoxycholic acid and its isomers have molecular masses similar to perfluorooctanesulfonic acid (PFOS) and therefore may interfere...

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taurine. Many sulfonic acids are prepared by hydrolysis of sulfonyl halides and related precursors. Thus, perfluorooctanesulfonic acid is prepared by hydrolysis...

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6:2-Fluorotelomersulfonic acid has been used as a replacement for Perfluorooctanesulfonic acid. Perfluorooctanesulfonic acid was included in Annex B of...

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replacement for the persistent, toxic, and bioaccumulative compound perfluorooctanesulfonic acid (PFOS) in its Scotchgard stain repellents. 3M markets surfactant...

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Robert Bilott

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hazardous dumping of the chemicals perfluorooctanoic acid (PFOA) and perfluorooctanesulfonic acid (PFOS). Bilott's litigation was the foundation for a...

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and maximum contaminant levels for perfluorooctanoic acid (PFOA) and perfluorooctanesulfonic acid (PFOS)". Trenton, NJ: New Jersey Department of Environmental...

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perfluorooctanesulfonamide (PFOSA), used in 3M's Scotchgard formulation. perfluorooctanesulfonic acid (PFOS), used in the semiconductor industry, 3M's former Scotchgard...

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acid containing a thiol group Methionine, an amino acid containing a thioether Diphenyl disulfide, a representative disulfide Perfluorooctanesulfonic...

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toxic perfluorooctanoic acid (PFOA) and perfluorooctanesulfonic acid (PFOS). More recently, Perfluoro 3,6 dioxaoctanoic acid (PFO2OA) and FRD-903 (GenX)...

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research has been done on the two most well-known: perfluorooctanesulfonic acid (PFOS) and perfluorooctanoic acid (PFOA). The U.S. Environmental Protection Agency...

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conducted as an emulsion in water, often using a surfactant such as perfluorooctanesulfonic acid (PFOS). The polymer contains about 5% of the propylene component...

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groups, are noted persistent organic pollutants; perfluorooctanesulfonic acid (PFOS) and perfluorooctanoic acid (PFOA) are most often researched. PFAAs have...

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representative disulfide Dibenzothiophene, a component of crude oil Perfluorooctanesulfonic acid (PFOS), a surfactant Some of the main classes of sulfur-containing...

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3M

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after receiving data on the global distribution and toxicity of perfluorooctanesulfonic acid (PFOS). These materials are part of a broad group of perfluoroalkyl...

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Water pollution

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waste Heavy metals from motor vehicles (via urban storm water runoff) and acid mine drainage Nitrates and phosphates, from sewage and agriculture (see nutrient...

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northern pike, walleye, and white sucker due to mercury and perfluorooctanesulfonic acid contamination. In 1991, the then-Minnesota state record tiger...

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Tauroursodeoxycholic acid, an epimer See article about Taurodeoxycholic acid as an interferent in Perfluorooctanesulfonic acid (PFOS) mass spectrometry...

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lower surface tension. The fluorosurfactants perfluorooctanesulfonic acid (PFOS) and perfluorooctanoic acid (PFOA) are two of the most studied because of...

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