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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:
4754101
MDL number:
MFCD00214154
UNSPSC Code:
12352100
PubChem Substance ID:
24870201
NACRES:
NA.22

Quality Level

200

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

Related Categories

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
GHS06,GHS05

Signal Word

Danger

Hazard Statements

H301,H318,H412

Hazard Classifications

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

Storage Class Code

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

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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)
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
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)

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