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91737

Trifluoromethanesulfonic anhydride

purum, ≥98.0% (T)

Synonym(s):

Tf2O, Triflic anhydride

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Size/SKUAvailabilityPrice
5 mL

Available to ship TODAY

$97.50
25 mL

Available to ship TODAY

$356.00
100 mL

Estimated to ship onOctober 21, 2026fromMILWAUKEE

$1,140.00

About This Item

Linear Formula:
(CF3SO2)2O
CAS Number:
Molecular Weight:
282.14
UNSPSC Code:
12352101
NACRES:
NA.22
PubChem Substance ID:
EC Number:
206-616-8
Beilstein/REAXYS Number:
1813600
MDL number:
Assay:
≥98.0% (T)
Form:
liquid

$97.50


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vapor density

5.2 (vs air)

Quality Segment

vapor pressure

8 mmHg ( 20 °C)

grade

purum

assay

≥98.0% (T)

form

liquid

refractive index

n20/D 1.321 (lit.)

bp

81-83 °C (lit.)

density

1.677 g/mL at 25 °C (lit.)

functional group

fluoro, triflate

SMILES string

FC(F)(F)S(=O)(=O)OS(=O)(=O)C(F)(F)F

InChI

1S/C2F6O5S2/c3-1(4,5)14(9,10)13-15(11,12)2(6,7)8

InChI key

WJKHJLXJJJATHN-UHFFFAOYSA-N

Application

Trifluoromethanesulfonic anhydride can be used in the preparation of azido sugars such as 6-azido fucose. It can also be used as a promoter for the Friedel-Crafts acylation of aromatic compounds with carboxylic acids in the absence of catalyst.
Tf2O in combination with:
  • Diphenyl sulfoxide, forms an efficient promoter system for the activation of thioglycosides for glycosylation reactions.
  • 2-chloropyridine, can be used for secondary amide activation.
  • Potassium iodide, can effectively mediate the deoxygenation of sulfoxides to form sulfides.
  • Hydrogen peroxide, for the selective oxidation of sulfanes to sulf­oxides in the presence of oxidatively sensitive functional groups.

Tf2O can react with:
  • Ketones in the presence of a base to form vinyl triflates.
  • Magnesium alkoxides to form corresponding symmetrical or unsymmetrical ethers.
  • Sodium azide for the in situ preparation of triflyl azide.

Catalyst for glycosylation for synthesis of polysaccharides

Reagent for stereoselective synthesis of mannosazide methyl uronate donors

Activator for direct glycosylation with anomeric hydroxy sugars

Other Notes

Electrophilic trifyl source. Reviews

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This Item
176176704083B4600
description

purum, ≥98.0% (T)

description

99%

description

1 M in methylene chloride

description

97%

assay

≥98.0% (T)

assay

99%

assay

-

assay

97%

Quality Level

200

Quality Level

200

Quality Level

100

Quality Level

200

density

1.677 g/mL at 25 °C (lit.)

density

1.677 g/mL at 25 °C (lit.)

density

1.359 g/mL at 25 °C

density

-

refractive index

n20/D 1.321 (lit.)

refractive index

n20/D 1.321 (lit.)

refractive index

n20/D 1.402

refractive index

-

bp

81-83 °C (lit.)

bp

81-83 °C (lit.)

bp

-

bp

-

form

liquid

form

liquid

form

liquid

form

solid


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Signal Word

Danger

Hazard Classifications

Acute Tox. 4 Oral - Eye Dam. 1 - Ox. Liq. 2 - Skin Corr. 1B - STOT SE 3

Target Organs

Respiratory system

Storage Class

5.1B - Oxidizing hazardous materials

Flash Point (°F)

not determinedboils before flash

Flash Point (°C)

not determinedboils before flash

PPE (personal protective equipment)

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

supp_hazards



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