Skip to Content
Merck
All Photos(1)

Documents

15220

Sigma-Aldrich

Bis(trifluoromethane)sulfonimide

purum, ≥95.0% (19F-NMR)

Synonym(s):

Bis(trifluoromethanesulfonyl)amine, Bis(trifluoromethylsulfonyl)amine

Sign Into View Organizational & Contract Pricing


About This Item

Linear Formula:
(CF3SO2)2NH
Molecular Weight:
281.15
Beilstein:
4754101
MDL number:
UNSPSC Code:
12352101
PubChem Substance ID:
NACRES:
NA.22

grade

purum

Quality Level

Assay

≥95.0% (19F-NMR)

form

solid

mp

52-56 °C
61-65 °C

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

Looking for similar products? Visit Product Comparison Guide

General description

Bis(trifluoromethane)sulfonimide (TFSI, Tf2N) is utilized as anion species to form 1-ethyl-3-methylimidazolium molten salts. It undergoes acid-base complexation with rod-like poly(2,5-pyridine) to afford highly-ordered lamellar self-assemblies in the hydrated films.

Application

Bis(trifluoromethane)sulfonamide may be used in the following studies:
  • As catalyst during the polymerization of octamethylcyclotetrasiloxane in the presence of hexamethyldisiloxane.
  • As efficient catalyst in the synthesis of various non-reducing disaccharides, via ketopyranosylation of 2,3,4,6-tetra-O-benzyl-1-C-methyl-D-hexopyranoses.
  • Starting material for preparing the N-fluoro derivative, a reactive fluorinating agent.
  • As a component of solid polymer electrolytes.

Pictograms

Skull and crossbonesCorrosion

Signal Word

Danger

Hazard Statements

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

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Comparative Electrochemical Study of New Poly(oxyethylene)-Li Salt Complexes.
Benrabah D, et al.
J. Chem. Soc., Faraday, 89, 355-359 (1993)
Gas transport properties of Pebax?/room temperature ionic liquid gel membranes.
Bernardo P, et al.
Separation and Purification Technology, 97, 73-82 (2012)
Bis (trifluoromethane) sulfonimide initiated ring-opening polymerization of octamethylcyclotetrasiloxane.
Desmurs J-R, et al.
Journal of Organometallic Chemistry, 646(1), 171-178 (2002)
N-Fluorobis[(perfluoroalkyl)sulfonyl]imides: Reactions with some olefins via α-fluoro carbocationic intermediates.
Desmarteau DD, et al.
The Journal of Organic Chemistry, 57(2), 629-635 (1992)
Self-assembly of cationic rod-like poly (2, 5-pyridine) by acidic bis (trifluoromethane) sulfonimide in the hydrated state: A highly-ordered self-assembled protonic conductor.
Vilkman M, et al.
Polymer, 51(18), 4095-4102 (2010)

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service