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Sigma-Aldrich

Heptadecafluorooctanesulfonic acid solution

~40% in H2O (T)

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Synonym(s):
PFOS, Perfluorooctanesulfonic acid
Linear Formula:
CF3(CF2)7SO3H
CAS Number:
Molecular Weight:
500.13
Beilstein:
1813859
MDL number:
PubChem Substance ID:
NACRES:
NA.22

form

liquid

concentration

~40% in H2O (T)

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.
  • For the dinitration of aromatic compounds to synthesize dinitrobenzenes in the presence of ytterbium perfluorooctane sulfonate and fluorous solvent.
  • To synthesize tetrahydroisoquinoline derivatives via Pictet-Spengler reaction of β-arylethyl carbamates with aldehydes.

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

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Customers Also Viewed

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)
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)
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)
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
Henrik Viberg et al.
Toxicology, 304, 185-191 (2013-01-05)
Perfluoroalkyl acids, including perfluorohexane sulfonate (PFHxS), are fluorinated organic compounds used as surfactants and water and stain repellents in carpets, paper, and textiles, with characteristics to bioaccumulate and biomagnify in the food chain. PFHxS is found in umbilical cord blood

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