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158534

Trifluoromethanesulfonic acid

reagent grade, 98%, liquid

Synonyme(s) :

TFMSA, Triflic acid

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A propos de cet article

Formule linéaire :
CF3SO3H
Numéro CAS:
1493-13-6
Poids moléculaire :
150.08
NACRES:
NA.21
PubChem Substance ID:
24849764
UNSPSC Code:
12352100
EC Number:
216-087-5
MDL number:
MFCD00007514
Beilstein/REAXYS Number:
1812100
Assay:
98%
Form:
liquid
Grade:
reagent grade
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Nom du produit

Trifluoromethanesulfonic acid, reagent grade, 98%

grade

reagent grade

Quality Segment

200

vapor density

5.2 (vs air)

vapor pressure

8 mmHg ( 25 °C)

assay

98%

form

liquid

refractive index

n20/D 1.327 (lit.)

pH

0.11

bp

162 °C (lit.)

solubility

water: soluble 1.600 g/L at 20 °C

density

1.696 g/mL at 25 °C (lit.)

functional group

fluoro, triflate

SMILES string

OS(=O)(=O)C(F)(F)F

InChI

1S/CHF3O3S/c2-1(3,4)8(5,6)7/h(H,5,6,7)

InChI key

ITMCEJHCFYSIIV-UHFFFAOYSA-N

General description

Trifluoromethanesulfonic acid is the strongest monoprotic organic acid. It has been synthesized by the oxidation of bis(trifluoromethylthio)mercury with aqueous hydrogen peroxide. It undergoes complete dissociation in basic solvents such as dimethyl sulfoxide, dimethylacetamide and dimethylformamide. Its dissociation in non-aqueous solvents has been studied by conductometry. On mixing trifluoromethanesulfonic acid with HNO3, it forms nitronium trifluoromethane sulfonate, which is an excellent nitrating reagent.

Application

Deglycosylation agent
Trifluoromethanesulfonic acid is a versatile reagent, employed as catalyst for the following studies:
  • Friedel-Crafts acylation of aromatic compounds with methyl benzoate.
  • Addition reaction of dialkyl disulfides to terminal alkynes.
  • Synthesis of a single cyclic tetrasiloxane containing propylammonium trifluoromethanesulfonate and methyl side-chain groups (Am-CyTS).
  • Preparation of starting reagents for the synthesis of fluorinated 2,5-substituted 1-ethyl-1H-benzimidazole derivatives.
  • Synthesis of aryl triflates, the lactonization of alkenoic acids, and the formation of E-alkenes.
Trifluoromethanesulfonic acid may be used as an initiator for the cationic polymerization of styrene, hexamethylcyclotrisiloxane and L,L-dilactide.

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pictograms

CorrosionExclamation mark
GHS05,GHS07

signalword

Danger

Hazard Classifications

Acute Tox. 4 Oral - Met. Corr. 1 - Skin Corr. 1B - STOT SE 3

target_organs

Respiratory system

Classe de stockage

8A - Combustible corrosive hazardous materials

ppe

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter

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