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Sigma-Aldrich

Bis(trifluoromethane)sulfonimide lithium salt

Synonym(s):

Bis(trifluoromethylsulfonyl)amine lithium salt, Lithium bistrifluoromethanesulfonimidate

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About This Item

Linear Formula:
CF3SO2NLiSO2CF3
CAS Number:
Molecular Weight:
287.09
Beilstein:
6625414
EC Number:
MDL number:
UNSPSC Code:
12352302
PubChem Substance ID:
NACRES:
NA.22

mp

234-238 °C (lit.)

SMILES string

[Li]N(S(=O)(=O)C(F)(F)F)S(=O)(=O)C(F)(F)F

InChI

1S/C2F6NO4S2.Li/c3-1(4,5)14(10,11)9-15(12,13)2(6,7)8;/q-1;+1

InChI key

QSZMZKBZAYQGRS-UHFFFAOYSA-N

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Application

Bis(trifluoromethane)sulfonimide lithium salt (Li-TFSI) can be used:
  • As a chemical additive for improving the power conversion efficiencies in porphyrin-based organic solar cells.     
  • As a reagent in the preparation of imidazolium core bearing monomer ionic liquids to develop polymerized ionic liquids.
  • For the preparation of a chiral imidazolium salt via anion metathesis of the corresponding triflate.       
  • In the synthesis of solid polymer electrolytes for lithium-ion batteries. 
  • In the synthesis of polyelectrolyte reusable homogenous catalysts, which are used in the Diels–Alder reactions between isoprene and a variety of dienophiles.
  • Used in the preparation of electrolytes for lithium batteries and novel rare-earth Lewis acid catalysts.

Other Notes

For a review on fluorine containing nitrogen acids, see Coordination Chemistry Reviews.

Signal Word

Danger

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Oral - Aquatic Chronic 3 - Eye Dam. 1 - Skin Corr. 1B - STOT RE 2 Oral

Target Organs

Nervous system

Storage Class Code

6.1B - Non-combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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An appraisal of tetraethylsulfamide as plasticizer for poly (ethylene oxide)- LiN (CF3SO2)2 rubbery electrolytes
Labreche C, et al.
Macromolecules, 29, 7795-7795 (1996)
Some fluorine-containing nitrogen acids and their derivatives
Vij A, et al.
Coordination Chemistry Reviews, 158, 413-413 (1997)
Amino alcohol-derived chiral ionic liquids: structural investigations toward chiral recognition
Vasiloiu M, et al.
Tetrahedron Asymmetry, 26(18-19), 1069-1082 (2015)
C Roux et al.
Journal of physics. Condensed matter : an Institute of Physics journal, 8(38), 7005-7017 (1999-01-01)
The physical properties of the ionic conductor [Formula: see text], obtained by dissolution of lithium trifluoromethanesulphonylimide in poly(propylene oxide), have been investigated for several values of n. The glass transition temperature [Formula: see text] has been established from both DSC
Nanocomposites of titanium dioxide and polystyrene-poly (ethylene oxide) block copolymer as solid-state electrolytes for lithium metal batteries
Gurevitch I, et al.
Journal of the Electrochemical Society, 160(9), A1611-A1617 (2013)

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