trifluoromethanesulfonic acid

• ChemBase ID: 99621
• Molecular Formular: CHF3O3S
• Molecular Mass: 150.0770496
• Monoisotopic Mass: 149.95984955
• SMILES: S(=O)(=O)(C(F)(F)F)O
• Canonical SMILES: FC(S(=O)(=O)O)(F)F
• InChI: InChI=1S/CHF3O3S/c2-1(3,4)8(5,6)7/h(H,5,6,7)
• InChIKey: ITMCEJHCFYSIIV-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: trifluoromethanesulfonic acid
• IUPAC Traditional name: trifluoromethanesulfonate; trifluoromethanesulfonic acid
• Synonyms: Triflic acid; Trifluoromethanesulphonic acid 99%; Trifluoromethanesulfonic acid; Trifluoromethanesulfonic acid solution; TRIFLUOROMETHANESULFONIC ACID; 三氟甲烷磺酸; 三氟甲磺酸; 三氟甲烷磺酸; 三氟甲磺酸 溶液

Database IDs

• CAS Number: 1493-13-6
• EC Number: 216-087-5
• MDL Number: MFCD00007514
• Beilstein Number: 1812100; 3693487
• Merck Index: 149676
• PubChem SID: 24849764; 24861808; 24861529; 162085884
• PubChem CID: 62406
• CHEBI ID: 48511
• Chemspider ID: 56192
• Wikipedia Title: Trifluoromethanesulfonic_acid

CALCULATED PROPERTIES

• Acid pKa: -3.4301212
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): -1.2283616
• LogD (pH = 7.4): -1.2283617
• Log P: 1.1480371
• Molar Refractivity: 16.9819 cm^3
• Polarizability: 7.5827928 Å^3
• Polar Surface Area: 54.37 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Miscible in water
• Apperance: Colorless liquid; slightly brown
• Melting Point: -40°C; -40 °C; -40°C
• Boiling Point: 161-162°C; 162 °C(lit.); 162°C; 162 °C
• Flash Point: 100.4 °F; 38 °C; None; none°C
• Density: 1.696; 1.696 g/ml; 1.696 g/mL; 1.696 g/mL at 25 °C(lit.); 1.708
• Refractive Index: 1.327; 1.3270; n20/D 1.327(lit.); n20/D 1.33
• Vapor Pressure: 8 mm Hg @25°C; 8 mmHg ( 25 °C)
• Vapor Density: 5.2 (vs air)

Safety Information

• Storage Condition: 0°C, Desiccate
• Storage Warning: Corrosive/Hygroscopic; Hygroscopic
• RTECS: PB2771000
• European Hazard Symbols: Corrosive (C); X
• UN Number: 1760; 2789; 3265; UN3265
• German water hazard class: 2
• Hazard Class: 8
• Packing Group: 2; II; III
• Australian Hazchem: 2X
• Risk Statements: 10-35; 20/22-35; 21/22-35; R:34
• Safety Statements: 26-36/37/39-45; S:26-27/28-36/37/39-46-64
• EU Classification: C9
• EU Hazard Identification Number: 8B
• Emergency Response Guidebook(ERG) Number: 154
• TSCA Listed: 是
• GHS Pictograms: GHS02; GHS05; GHS06; GHS07
• GHS Signal Word: Danger
• Main Hazard: Corrosive, eye irritant
• GHS Hazard statements: H226-H314; H302 + H312-H314; H331-H302-H314-H318
• GHS Precautionary statements: P260-P303+P361+P353-P305+P351+P338-P301+P330+P331-P405-P501A; P280-P305 + P351 + P338-P310
• Personal Protective Equipment: Faceshields, full-face respirator (US), Gloves, Goggles, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 2789 8/PG 2; UN 3265 8/PG 2
• Storage Temperature: -20°C

Product Information

• Purity: ≥98.0% (T); ≥98.5% (T); ≥99%; 98%; 98+%
• Concentration: 0.1 M CF3SO3H in acetic acid (0.1N)
• Grade: for titration in non-aqueous medium; puriss.; purum; reagent grade; ReagentPlus®
• Antion Traces: fluoride (F-): ≤100 mg/kg
• Quality: volumetric
• Linear Formula: CF3SO3H

DETAILS

MP Biomedicals - 02157025

Free Acid
1 ml = approx. 1.70 g

Apollo Scientific Ltd - PC7410

Useful catalyst /Extremely strong monoprotic acid Review of triflic acid & derivs. : Chem Rev., 77, 69 (1977). Packaged in Safebreak bottles

Sigma Aldrich - T1394

Application
去糖基化剂

Sigma Aldrich - 347817

Application
Deglycosylation agent
Packaging
1, 5, 25 g in ampule
100, 500 g in glass bottle
Legal Information
ReagentPlus is a registered trademark of Sigma-Aldrich Co. LLC

Sigma Aldrich - 35317

General description
Visit our Titration Center to learn more.

Sigma Aldrich - 71786

Application
Deglycosylation agent

Sigma Aldrich - 158534

Application
A versatile reagent1 employed in the synthesis of aryl triflates,2 the lactonization of alkenoic acids,3 and the formation of E-alkenes.4
Deglycosylation agent
Packaging
10, 50, 100 g in ampule

Sigma Aldrich - 91738

Application
Deglycosylation agent
Other Notes
Review1; Reagent for the deglycosylation of glycoproteins2,3

REFERENCES

• One of the strongest available monoprotic acids. For a review of the chemistry of triflic acid and its derivatives, see: Chem. Rev., 77, 69 (1977).
• Simple triflic esters, readily prepared by reaction with alcohols, are powerful alkylating agents and must be handled with extreme care because of their irritating effect on the lungs. For a review, see: Synthesis, 85 (1982).
• For use in direct electrophilic amination of arenes, see Trimethylsilyl azide, L00173. Effects direct oxy-functionalization of aromatics in combination with bis(TMS) peroxide: J. Org. Chem., 54, 1204 (1989); or sodium perborate: Synlett, 39 (1991).
• Adds to both internal and terminal alkynes to give vinyl triflates: J. Am. Chem. Soc., 91, 4600 (1969); Org. Synth. Coll., 9, 472 (1998). Reaction in the presence of a nitrile provides a route to sterically hindered 2,4,6-trisubstituted pyrimidines: Synthesis, 881 (1990):