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77283

Sigma-Aldrich

Heptadecafluorooctanesulfonic acid solution

Heptadecafluorooctanesulfonic acid solution

~40% in H2O (T)

Synonym(s):

PFOS, Perfluorooctanesulfonic acid

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About This Item

Linear Formula:
CF3(CF2)7SO3H
CAS Number:
Molecular Weight:
500.13
Beilstein:
1813859
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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form

liquid

concentration

~40% in H2O (T)

functional group

fluoro
sulfonic acid

SMILES string

OS(=O)(=O)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)F

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)

InChI key

YFSUTJLHUFNCNZ-UHFFFAOYSA-N

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Application

Heptadecafluorooctanesulfonic acid solution can be used as a catalyst:
  • In the benzoylation of a variety of unactivated benzenes via Friedel-Crafts acylation reaction in the presence of rare earth(III) perfluorooctane sulfonate in fluorous solvents[1].
  • For the dinitration of aromatic compounds to synthesize dinitrobenzenes in the presence of ytterbium perfluorooctane sulfonate and fluorous solvent[2].
  • To synthesize tetrahydroisoquinoline derivatives via Pictet-Spengler reaction of β-arylethyl carbamates with aldehydes[3].

Signal Word

Danger

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Chronic 2 - Carc. 2 - Lact. - Repr. 1B - STOT RE 1

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

EU REACH Annex XVII (Restriction List)

CAS No.

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Certificates of Analysis (COA)

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Rare earth (III) perfluorooctane sulfonates and perfluorooctanesulfonic acid in fluorous solvents: Novel and recyclable catalytic systems for Friedel-Crafts acylation of unactivated benzenes
Yi W, et al.
Journal of Fluorine Chemistry, 126, 1191-1195 (2005)
Highly efficient dinitration of aromatic compounds in fluorous media using ytterbium perfluorooctanesulfonate and perfluorooctanesulfonic acid as catalysts
Yi W, et al.
Synthetic Communications, 36, 2957-2961 (2006)
Pictet-Spengler reactions catalyzed by Bronsted acid-surfactant-combined catalyst in water or aqueous media
Saito A, et al.
Tetrahedron Letters, 48, 835-839 (2007)
Michio Murakami et al.
Chemosphere, 93(1), 140-145 (2013-06-12)
The formation of perfluorinated surfactants (PFSs) from their precursors in waters is of concern. In this study, the formation of PFSs through biodegradation of precursors was measured in incubation tests. Indigenous microorganisms in groundwater were able to biodegrade perfluorooctane sulfonamide
Shahid Ullah et al.
Environment international, 65, 63-72 (2014-01-29)
A method was developed for simultaneous analysis of perfluoroalkane sulfonic acids (PFSAs) and their sulfonamide-based precursors (perfluoroalkane sulfonamidoacetic acids (FASAAs), sulfonamides (FASAs), and sulfonamidoethanols (FASEs)) in fish muscle. Extraction was performed with acetonitrile followed by a clean-up and fractionation step

Questions

  1. Hello, could this solution contain any trace organic solvents used to assist in solubility? Or is it prepared in 100% pure water?

    1 answer
    1. Product 77283 is Heptadecafluorooctanesulfonic acid solution in water. The manufacturing details is proprietary.

      Helpful?

Reviews

Active Filters

  1. NEW JERSEY
    • Review 1
    • Votes 7
    1 out of 5 stars.

    It is very unclear about what ~40% in water (T) is volume ratio or weight ratio?

    Helpful?

    1. Response from MilliporeSigma:

      Product 77283 is 40% (w/w) PFOS in water.

      We encourage customers who experience problems with our products to contact us for additional technical support. Please visit https://www.sigmaaldrich.com/US/en/support/customer-support to submit a Product Technical Inquiry.

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