Fluorosulfonic acid

Base Information

• Chemical Name: Fluorosulfonic acid
• CAS No.: 7789-21-1
• Deprecated CAS: 1086196-04-4
• Molecular Formula: FHO3S
• Molecular Weight: 100.071
• European Community (EC) Number: 232-149-4
• ICSC Number: 0996
• UN Number: 1777
• UNII: PPX0648643
• DSSTox Substance ID: DTXSID3033511
• Nikkaji Number: J95.177C
• Wikipedia: Fluorosulfuric_acid
• Wikidata: Q411017,Q83046216
• ChEMBL ID: CHEMBL1207889
• Mol file: 7789-21-1.mol

Synonyms:fluorosulfonate;fluorosulfonic acid;fluorosulfuric acid

Chemical Property of Fluorosulfonic acid

Chemical Property:

• Appearance/Colour: colourless liquid
• Vapor Pressure: 2.5 mm Hg ( 25 °C)
• Melting Point: -87.3 °C(lit.)
• Refractive Index: 1.392
• Boiling Point: 165.5 °C at 760 mmHg
• PKA: -6.29±0.15(Predicted)
• PSA: 62.75000
• Density: 1.905 g/cm³
• LogP: 0.83950
• Storage Temp.: 2-8°C
• Water Solubility.: hydrolyzes violently in H2O; reddish?brown color in acetone [MER06]
• XLogP3: -0.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 99.96304323
• Heavy Atom Count: 5
• Complexity: 92.6
• Transport DOT Label: Corrosive

Purity/Quality:

99.9% ^*data from raw suppliers

Fluorosulfonic acid 99.0% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C; T
• Hazard Codes: C,T
• Statements: 20-35
• Safety Statements: 26-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Organic Acids
• Canonical SMILES: OS(=O)(=O)F
• Inhalation Risk: No indication can be given about the rate at which a harmful concentration of this substance in the air is reached on evaporation at 20 °C.
• Effects of Short Term Exposure: The substance is corrosive to the eyes, skin and respiratory tract. Corrosive on ingestion. Inhalation of the vapour or aerosol may cause lung oedema.
• Description: Fluorosulphuric acid (FSO3H) is a free-flowing colourless fuming liquid. It is soluble in polar organic solvents such as acetic acid, ethyl acetate, and nitrobenzene but poorly soluble in nonpolar solvents such as alkanes. FSO3H is corrosive to metals and body tissues, corrodes glass, and is incompatible with many metals and bases. With its strong acidity, FSO3H dissolves almost all organic compounds that are even weak proton acceptors. FSO3H hydrolyses slowly to HF and sulphuric acid (H2SO4). The related triflic acid (CF3SO3H) retains the high acidity of FSO3H but is more hydrolytically stable. FSO3H is one of the strongest known simple Bronsted acids. FSO3H is useful for regenerating mixtures of HF and H2SO4 for etching lead glass. FSO3H isomerises alkanes and the alkylation of hydrocarbons with alkenes, although it is unclear if such applications are of commercial importance. FSO3H is used as a catalyst in organic synthesis and in electroplating and as a fluorinating agent and as a laboratory fluorinating agent. FSO3H has been reported as a highly toxic and corrosive chemical substance. FSO3H is non-combustible but enhances combustion of other substances. It gives off irritating or toxic fumes (or gases) in a fire. FSO3H hydrolyses to release HF. Addition of water to FSO3H causes very violent reactions similar to the addition of water to H2SO4. Addition of FSO3H to water is a much more violent process than addition of H2SO4. The combination of FSO3H and others is categorised as ‘magic acids and super acids’. Very short contact and the fumes of FSO3H cause severe painful burns.
• Uses: Catalyst in organic synthesis, electropolishing, fluorinating agent.

Technology Process of Fluorosulfonic acid

There total 51 articles about Fluorosulfonic 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: 95.0%

bis(fluorosulfuryl) peroxide (13709-32-5) + trifluorothioacetic acid (2925-25-9) → trifluoroacetyl fluosulfate (5762-53-8) + bis(trifluorothioacetyl) disulfide (21690-87-9) + fluorosulphonic acid (7789-21-1)

Guidance literature:

equimolar mixt. of educts;

DOI:10.1021/ic50130a028

Reference yield: 91.0%

1,2,2-trifluoro-2-hydroxy-1-trifluoromethylethanesulfonic acid sultone (773-15-9) + disulfuric acid (7783-05-3) → carbon monoxide (201230-82-2) + fluorosulphonic acid (7789-21-1)

Guidance literature:

In not given; 50°C, 1 h;

Reference yield: 90.0%

tetrafluoroethane-β-sultone (697-18-7) → fluorosulphonic acid (7789-21-1)

Guidance literature:

With sulfuric acid; at 20°C, 100 % H2SO4 used;

upstream raw materials:

sulfuric acid

fuming sulfuric acid

fluorine

sulfur trioxide

Downstream raw materials:

6-amino-13H-naphtho[2,3-c]acridine-5,8,14-trione

1,1-difluoroethane

4-methoxybenzene-1-sulfonyl fluoride

2,4,6-trimethylbenzene-1-sulfonyl fluoride

Refernces

Dynamic Equilibria between Pentavalent Protonated Oxyphosphoranes and Their Isomeric Tetravalent Enol Phosphonium Ions via Inter- and Intramolecular Proton Transfer

10.1021/jo00314a010

The research investigates the dynamic equilibria between pentavalent protonated oxyphosphoranes and their isomeric tetravalent enol phosphonium ions through inter- and intramolecular proton transfer, using low-temperature NMR measurements. Key chemicals involved include several pentavalent oxyphosphoranes, fluorosulfonic acid (FS03H), and methoxy groups. The study reveals that rapid equilibria can be achieved by imposing certain structural constraints on the system, reducing the entropy expenditure required for the rigid closed form of the protonated oxyphosphorane. In one case, evidence for an intramolecular proton-exchange process controlled by an intermediary pentavalent protonated oxyphosphorane is presented. The findings provide insights into intramolecular phosphorylation processes relevant to biological systems and highlight the role of protonated pentacoordinated phosphorus intermediates in various biochemical reactions.