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Key Documents

176176

Sigma-Aldrich

Trifluoromethanesulfonic anhydride

99%

동의어(들):

Triflic anhydride

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About This Item

Linear Formula:
(CF3SO2)2O
CAS Number:
Molecular Weight:
282.14
Beilstein:
1813600
EC Number:
MDL number:
UNSPSC 코드:
12352101
PubChem Substance ID:
NACRES:
NA.22

vapor density

5.2 (vs air)

Quality Level

vapor pressure

8 mmHg ( 20 °C)

분석

99%

형태

liquid

refractive index

n20/D 1.321 (lit.)

bp

81-83 °C (lit.)

density

1.677 g/mL at 25 °C (lit.)

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

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일반 설명

Trifluoromethanesulfonic anhydride, also known as triflic anhydride, is an electrophilic reagent that is an efficient source of trifluoromethyl. It is commonly used in organic chemistry to convert oxygen-containing compounds to triflates and for the electrophilic activation and subsequent conversion of amides, sulfoxides, and phosphorus oxides.

애플리케이션

Catalyst for glycosylation for synthesis of polysaccharides

Reagent for stereoselective synthesis of mannosazide methyl uronate donors

Activator for direct glycosylation with anomeric hydroxy sugars
Trifluoromethanesulfonic anhydride can be used as :
  • A Reactant in the synthesis of Dipentaerythritol hexatriflate via triflatation method and Azido-diphenyl-acetic acid.
  • Catalyst for glycosylation for synthesis of polysaccharides.
  • Reagent for stereoselective synthesis of mannosazide methyl uronate donors.
  • Activator for direct glycosylation with anomeric hydroxy sugars
  • A methylation reagent to synthesize trifluoromethylated compounds by direct introduction of CF3 group to (hetero)arenes.
  • A reagent to prepare substituted tetrazoles from secondary amides using sodium azide.
  • A reagent in Bischler−Napieraiski cyclization reaction along with 4-(N,N-dimethylamnino)pyridine.

픽토그램

Flame over circleCorrosionExclamation mark

신호어

Danger

유해 및 위험 성명서

Hazard Classifications

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

표적 기관

Respiratory system

Storage Class Code

5.1B - Oxidizing hazardous materials

WGK

WGK 3

Flash Point (°F)

not determinedboils before flash

Flash Point (°C)

not determinedboils before flash

개인 보호 장비

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


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문서 라이브러리 방문

The conversion of secondary amides to tetrazoles with trifluoromethanesulfonic anhydride and sodium azide
Thomas EW
Synthesis, 1993(08), 767-768 (1993)
Chimica Oggi, 22, 48-48 (2004)
Trifluoromethanesulfonic Anhydride as a Low-Cost and Versatile Trifluoromethylation Reagent
Ouyang Y, et al.
Angewandte Chemie (International Edition in English), 57(23), 6926-6929 (2018)
Synthesis, 735-735 (1993)
Aldrichimica Acta, 16, 15-15 (1983)

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