Perfluorooctanesulfonic acid

Base Information

• Chemical Name: Perfluorooctanesulfonic acid
• CAS No.: 1763-23-1
• Deprecated CAS: 132324-11-9
• Molecular Formula: C8HF17O3S
• Molecular Weight: 500.133
• Hs Code.: 29049090
• European Community (EC) Number: 217-179-8
• UNII: 9H2MAI21CL
• DSSTox Substance ID: DTXSID3031864
• Nikkaji Number: J56.090A
• Wikipedia: Perfluorooctanesulfonic_acid
• Wikidata: Q902094
• Metabolomics Workbench ID: 74804
• ChEMBL ID: CHEMBL1876554
• Mol file: 1763-23-1.mol

Synonyms:1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8,8-heptadecafluoro-1-octanesulfonic acid;1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8,8-heptadecafluorooctane-1-sulfonic acid;1-Octanesulfonic acid, 1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8,8-heptadecafluoro-;1-perfluorooctanesulfonic acid;ammonium heptadecafluorooctane-1-sulfonate;ammonium perfluorooctane sulfonate;ammonium perfluorooctanesulfonate;heptadecafluoro-1-octane sulfonic acid;heptadecafluoro-1-octanesulfonic acid;heptadecafluorooctane sulfonic acid;heptadecafluorooctane-1-sulphonic acid;lithium heptadecafluorooctane-1-sulfonate;lithium perfluorooctane sulfonate;lithium perfluorooctanesulfonate;perfluorooctane sulfonic acid;perfluorooctane sulphonic acid;Perfluorooctanesulfonate;perfluorooctanesulfonic acid;perfluorooctanyl sulfonate;PFOS compound;PFOS perfluorooctanesulfonic acid;potassium heptadecafluorooctane-1-sulfonate;potassium perfluorooctane sulfonate;potassium perfluorooctanesulfonate;sodium heptadecafluorooctane-1-sulfonate;sodium perfluorooctane sulfonate;sodium perfluorooctanesulfonate

Chemical Property of Perfluorooctanesulfonic acid

Chemical Property:

• Appearance/Colour: White powder
• Melting Point: 90 °C
• Boiling Point: 260 °C
• PKA: -3.27±0.50(Predicted)
• Flash Point: 11 °C
• PSA: 62.75000
• Density: 1.838 g/cm³
• LogP: 5.92190
• Storage Temp.: 2-8°C
• XLogP3: 5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 20
• Rotatable Bond Count: 7
• Exact Mass: 499.9374938
• Heavy Atom Count: 29
• Complexity: 727

Purity/Quality:

98%,99%, ^*data from raw suppliers

Perfluorooctanesulfonic acid 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C,N,T,F
• Hazard Codes: C,N,T,F
• 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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: PFAS,Other Classes -> Perfluoroalkyl Acids
• Canonical SMILES: C(C(C(C(C(F)(F)S(=O)(=O)O)(F)F)(F)F)(F)F)(C(C(C(F)(F)F)(F)F)(F)F)(F)F
• Description: Heptadecafluorooctanesulfonic acid 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.
• 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. 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.

Technology Process of Perfluorooctanesulfonic acid

There total 15 articles about Perfluorooctanesulfonic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

n-perfluorooctanesulfinic acid (647-29-0) → Perfluorooctanoic acid (335-67-1) + Perfluorooctanesulfonic acid (1763-23-1)

Guidance literature:

With sulfuric acid; water;

DOI:10.1016/S0022-1139(00)83358-8

Reference yield:

Sodium n-perfluorooctanesulfinate (68555-67-9) → Perfluorooctanoic acid (335-67-1) + Perfluorooctanesulfonic acid (1763-23-1)

Guidance literature:

In water; acetonitrile; for 6h; Yield given; Irradiation;

DOI:10.1016/S0022-1139(00)83975-5

Reference yield:

dimethylsulfide (75-18-3) + 1-iodoheptadecafluorooctane (507-63-1) → Perfluorooctanesulfonic acid (1763-23-1)

Guidance literature:

With potassium hydroxide; sodium hypochlorite; potassium permanganate; In 1,4-dioxane; water; acetic acid; sulfane synthesized by photochem. react. from iodide; sulfane converted with KMnO4 in acetic acid to sulfone; chlorination with aq. NaOCl; trichloride react with KOH in aq. dioxane;

DOI:10.1021/ja01164a089

upstream raw materials:

perfluorooctyl sulfofluorure

methyl perfluorooctyl sulfide

n-perfluorooctanesulfinic acid

Sodium n-perfluorooctanesulfinate

Downstream raw materials:

N-phenyl perfluorooctanesulfonamide

S-benzyl-isothiourea; heptadecafluoro-octane-1-sulfonate

potassium perfluoro-n-octanesulfonate

perfluoroocatanoic sulfanate sodium salt

Refernces

• 1、 Hu, Chang-Ming,Xu, Ze-Qi,Huang, Wei-Yuan. "Photooxidation of Perhalofluorosulfinates. A Simple and Effective Method for the Synthesis of Perhalofluorocarboxylic Acids and Their Esters from the Corresponding Sulfonyl Fluorides". . p. 145 - 148. Retrieved 1989.