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About This Item
Linear Formula:
CF3SO3H
CAS Number:
Molecular Weight:
150.08
NACRES:
NA.21
PubChem Substance ID:
UNSPSC Code:
12352100
EC Number:
216-087-5
MDL number:
Beilstein/REAXYS Number:
1812100
Assay:
98%
Form:
liquid
Grade:
reagent grade
Product Name
Trifluoromethanesulfonic acid, reagent grade, 98%
grade
reagent grade
Quality Segment
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
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.
Deglycosylation agent
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signalword
Danger
hcodes
Hazard Classifications
Acute Tox. 4 Oral - Met. Corr. 1 - Skin Corr. 1B - STOT SE 3
target_organs
Respiratory system
Storage Class
8A - Combustible corrosive hazardous materials
ppe
Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
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