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464635

Sigma-Aldrich

Trifluoromethanesulfonimide

≥95.0% (19F-NMR)

Synonym(s):

Bis(trifluoromethanesulfonyl)amine

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About This Item

Linear Formula:
(CF3SO2)2NH
Molecular Weight:
281.15
Beilstein/REAXYS Number:
4754101
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

≥95.0% (19F-NMR)

form

solid

bp

90-91 °C (lit.)

mp

46-57 °C (lit.)

SMILES string

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

InChI

1S/C2HF6NO4S2/c3-1(4,5)14(10,11)9-15(12,13)2(6,7)8/h9H

InChI key

ZXMGHDIOOHOAAE-UHFFFAOYSA-N

General description

Trifluoromethanesulfonimide is a promising Bronsted acid catalyst and is superior to scandium triflate in catalytic action.

Application

Trifluoromethanesulfonimide may be used as a catalyst for the preparation of 1-substituted-1H-1,2,3,4-tetrazoles.

pictograms

Skull and crossbonesCorrosion

signalword

Danger

Hazard Classifications

Acute Tox. 3 Oral - Aquatic Chronic 3 - Eye Dam. 1

Storage Class

6.1D - Non-combustible acute toxic Cat.3 / toxic hazardous materials or hazardous materials causing chronic effects

wgk_germany

WGK 3

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges


Certificates of Analysis (COA)

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Trifluoromethanesulfonimide catalysed synthesis of 1-substituted-1H-1, 2, 3, 4-tetrazoles using glycerol as green solvent at room temperature.
Wang H, et al.
J. Chem. Res. (M), 40(9), 570-572 (2016)
Practical Synthesis of (?)-a-Tocopherol. Trifluoromethanesulfonimide as an Extremely Active Br?nsted Acid Catalyst for the Condensation of Trimethylhydroquinone with Isophytol.
Ishihara K, et al.
Synlett, 11, 1045-1046 (1996)
Youngbum Kim et al.
Nanoscale, 10(18), 8851-8858 (2018-05-02)
The exciton-dominated light emission of two-dimensional (2D) semiconductors is determined largely by the doping state and the formation of defects. Extensive studies have shown that chemical treatment critically modifies the doping state and defect state of chemical vapor deposition (CVD)-grown

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