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Perfluorooctanesulfonic acid

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Perfluorooctanesulfonic acid Basic information

Product Name:
Perfluorooctanesulfonic acid
Synonyms:
  • 1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8,8-Heptadecafluorooctane-1-sulfonic acid
  • Perfluoro(octane-1-sulfonic acid)
  • 1-Octanesulfonicacid,1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8,8-heptadecafluoro
  • heptadecafluorooctanesulfonicacidsol.
  • heptadecafluorooctanesulfonic acid solution
  • Perfluorooctanesulphonic acid 98%
  • Perfluorooctanesulphonicacid98%
  • PERFLUOROOCTANESULPHONATE
CAS:
1763-23-1
MF:
C8HF17O3S
MW:
500.13
EINECS:
217-179-8
Product Categories:
  • Building Blocks
  • Chemical Synthesis
  • Fluorinated Building Blocks
  • F-Tagged
  • Organic Building Blocks
  • Organic Fluorinated Building Blocks
  • Fluorochemical Surfactants
  • Fluorous Chemistry
  • Fluorous Compounds
  • Functional Materials
  • Surfactants
  • Synthetic Organic Chemistry
  • Sulfonic/Sulfinic Acids
  • Sulfur Compounds
Mol File:
1763-23-1.mol
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Perfluorooctanesulfonic acid Chemical Properties

Melting point:
90 °C
Boiling point:
260 °C
Density 
1.25
Flash point:
11 °C
storage temp. 
2-8°C
solubility 
Ethanol: 10 mg/ml
pka
-3.27±0.50(Predicted)
BRN 
1813859
CAS DataBase Reference
1763-23-1(CAS DataBase Reference)
EPA Substance Registry System
Perfluorooctane sulfonic acid (1763-23-1)
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Safety Information

Hazard Codes 
C,N,T,F
Risk Statements 
34-57-51/53-22-39/23/24/25-23/24/25-11-64-48/25-40-20/22-61
Safety Statements 
26-36/37/39-45-61-36/37-16-7-53
RIDADR 
UN 3265 8/PG 2
WGK Germany 
-
RTECS 
RG9701600
Hazard Note 
Corrosive
HS Code 
29049090
Hazardous Substances Data
1763-23-1(Hazardous Substances Data)

MSDS

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Perfluorooctanesulfonic acid Usage And Synthesis

Description

Perfluorooctanesulfonic acid or perfluorooctane sulfonate (PFOS), is a man-made fluorosurfactant and global pollutant. It is a very useful catalyst in chemical industry. It can catalyze the Intramolecular Hydroamination of Olefinic Sulfonamides in Fluorous Biphase System (FBS)1. It can also catalyze ring-opening reactions of methylenecyclopropanes with aromatic amines, sulfonamides and alcohols in supercritical carbon dioxide2. It is useful in the nitroaldol reaction in fluorous media, which is an important improvement of the chemo-selective addition of aldehyde3.

Chemical Properties

Perfluorooctane sulfonate can exist as a liquid or a powder. It is soluble in water (NTP, 2013). Perfluorooctane sulfonate has the ability to react with strong oxidizing agents. Upon decomposition, PFOS can form carbon oxides, sulfur oxides, and hydrogen fluoride. Additional information related to the physical and chemical properties of PFOS are not currently available.

Uses

Perfluorooctane sulfonate (PFOS, 1-octanesulfonic acid, heptadecafluorooctanesulfonic acid, perfluorooctanesulfonic acid, 1-perfluorooctanesulfonic acid) is an eight-carbon compound in the perfluoroalkyl family of chemicals. Perfluorooctane sulfonate is used in a variety of applications, including textiles, leather products, cleaning products, and pesticides. Its main use was as a stain repellent on carpet, furniture, and other consumer products. 3M was the primary manufacturer of the chemical until it voluntarily phased it out in 2002 (USEPA, 2012). Perfluorooctane sulfonate is not manufactured any longer in the United States, but it can be imported for use in specific applications.

Application

Heptadecafluorooctanesulfonic acid may be used as an analytical reference standard for the determination of the analyte in water samples using solid-phase microextraction combined with high-performance liquid chromatography with electrospray-ion trap mass spectrometry.

Definition

ChEBI: Perfluorooctane-1-sulfonic acid is a perfluoroalkanesulfonic acid that is octane-1-sulfonic acid in which all seventeen of the hydrogens that are attached to carbons hvae been replaced by fluorines. It has a role as an antilipemic drug and a persistent organic pollutant. It is functionally related to an octane-1-sulfonic acid.

General Description

Heptadecafluorooctanesulfonic acid belongs to the class of perfluorinated alkyl acids and is emerging as persistent organic contaminants in the environment.

Health effects

Exposure to unsafe levels of PFOA/PFOS concentrations through drinking water may result in health effects including developmental effects to fetuses during pregnancy, cancer, liver effects, immune effects and thyroid effects.

Environmental considerations

Perfluorooctane sulfonic acid (PFOS) is one of a group of related chemicals known as perfluorinated alkylated substances (PFAS). These are also called perfluorochemicals (PFCs). This group of chemicals is commonly used in a wide range of industrial processes and is found in many consumer products. PFOS can enter groundwater from multiple sources, including sewage treatment plants, industrial sites, landfills, and places where it is used in firefighting foam such as airports, firefighter training sites, and military installations. Fish and shellfish can take up PFOS from water contaminated with the chemical.

References

[1] YAN YIN Gang Z. Heptadecafluorooctanesulfonic acid (C8F17SO3H) catalyzed intramolecular hydroamination of olefinic sulfonamides in fluorous biphase system (FBS)[J]. Journal of Fluorine Chemistry, 2007, 128 1: Pages 40-45. DOI:10.1016/j.jfluchem.2006.09.012.
[1] SHI M, CHEN Y, XU B, et al. Heptadecafluorooctanesulfonic acid catalyzed ring opening reactions of methylenecyclopropanes with aromatic amines, sulfonamides and alcohols in supercritical carbon dioxide[J]. Green Chemistry, 2003, 1: 85-88. DOI:10.1039/B210988C.
https://www.sciencedirect.com/science/article/pii/S1566736707001240
https://www.p65warnings.ca.gov/fact-sheets/pfos-perfluorooctane-sulfonate-or-perfluorooctane-sulfonic-acid
https://19january2021snapshot.epa.gov/sites/static/files/2017-12/documents/ffrrofactsheet_contaminants_pfos_pfoa_11-20-17_508_0.pdf
https://www.health.state.mn.us/communities/environment/risk/docs/guidance/gw/pfosinfo.pdf
[1] PING QI. Aquatic predicted no-effect-concentration derivation for perfluorooctane sulfonic acid[J]. Environmental Toxicology and Chemistry, 2011, 30 4: 836-842. DOI:10.1002/etc.460.

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