15220
Bis(trifluoromethane)sulfonimide
purum, ≥95.0% (19F-NMR)
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Synonym(s):
Bis(trifluoromethanesulfonyl)amine, Bis(trifluoromethylsulfonyl)amine
Linear Formula:
(CF3SO2)2NH
Molecular Weight:
281.15
Beilstein:
4754101
MDL number:
UNSPSC Code:
12352101
PubChem Substance ID:
NACRES:
NA.22
Recommended Products
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
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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.
Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Acute Tox. 3 Oral - Aquatic Chronic 3 - Eye Dam. 1
WGK
WGK 3
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Certificates of Analysis (COA)
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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)
Comparative Electrochemical Study of New Poly(oxyethylene)-Li Salt Complexes.
Benrabah D, et al.
J. Chem. Soc., Faraday, 89, 355-359 (1993)
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