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Merck
CN

91738

Trifluoromethanesulfonic acid

purum, ≥98.0% (T)

Synonym(s):

Triflic acid

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About This Item

Linear Formula:
CF3SO3H
CAS Number:
1493-13-6
Molecular Weight:
150.08
EC Number:
216-087-5
UNSPSC Code:
12352100
PubChem Substance ID:
329770074
Beilstein/REAXYS Number:
1812100
MDL number:
MFCD00007514

Key Documents

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vapor density

5.2 (vs air)

vapor pressure

8 mmHg ( 25 °C)

grade

purum

assay

≥98.0% (T)

color

slightly brown

refractive index

n20/D 1.327 (lit.)

bp

162 °C (lit.)

density

1.696 g/mL at 25 °C (lit.)

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

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Application

Deglycosylation agent

Other Notes

Review; Reagent for the deglycosylation of glycoproteins

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

Storage Class

8A - Combustible corrosive hazardous materials

wgk

WGK 1

ppe

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

Regulatory Information

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N N Desai et al.
The Biochemical journal, 211(1), 273-276 (1983-04-01)
Potato (Solanum tuberosum) lectin, which is a very highly glycosylated glycoprotein, has been completely deglycosylated by use of the trifluoromethanesulphonic acid reagent described by Edge, Faltnek, Hof, Reichert & Weber [(1981) Analyt. Biochem. 118, 131-137]. This shows that both hydroxyproline-arabinofuranoside
Deglycosylation of glycoproteins by trifluoromethanesulfonic acid.
A S Edge et al.
Analytical biochemistry, 118(1), 131-137 (1981-11-15)
R.D. Howells et al.
Chemical Reviews, 77, 69-69 (1977)
Yusuke Imazaki et al.
Journal of the American Chemical Society, 134(36), 14760-14763 (2012-08-25)
Aryl triflates were transformed to aryl bromides/iodides simply by treating them with LiBr/NaI and [Cp*Ru(MeCN)(3)]OTf. The ruthenium complex also catalyzed the transformation of alkenyl sulfonates and phosphates to alkenyl halides under mild conditions. Aryl and alkenyl triflates undergo oxidative addition
Yu Hsien Lin et al.
Chemical communications (Cambridge, England), 48(88), 10910-10912 (2012-10-02)
β-Glycosyl imidinium triflate is generated from participating thioglycoside donors for disarmed-armed iterative glycosylations and one-pot oligosaccharide synthesis.
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