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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:
1763-23-1
Molecular Weight:
500.13
Beilstein:
1813859
MDL number:
MFCD00042454
UNSPSC Code:
12352100
PubChem Substance ID:
57652692
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

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Certificates of Analysis (COA)

Lot/Batch Number
0000181410
0000183225
0000183234
BGBB9965

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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)
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
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
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1 Review This action will navigate to reviews.

Questions

1–3 of 3 Questions  

  1. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  3. 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.

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Reviews

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  1. NEW JERSEY
    • Review 1
    • Votes 8
    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 Sigma-Aldrich Corporation:

      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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