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449504

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:
90076-65-6
Molecular Weight:
287.09
Beilstein:
6625414
EC Number:
415-300-0
MDL number:
MFCD00210017
UNSPSC Code:
12352302
PubChem Substance ID:
24868486
NACRES:
NA.22

mp

234-238 °C (lit.)

functional group

fluoro

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

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Certificates of Analysis (COA)

Lot/Batch Number
WXBF2576V
WXBF4882V
WXBF3560V
WXBF3178V
WXBF2917V

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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)
Reliability of lithium batteries with crosslinked polymer electrolytes
Borghini MC, et al.
Electrochimica Acta, 41, 2369-2369 (1996)
New chiral imidazolium ionic liquids: 3D-network of hydrogen bonding
Jodry JJ and Mikami K
Tetrahedron Letters, 45, 4429-4429 (2004)
Amino alcohol-derived chiral ionic liquids: structural investigations toward chiral recognition
Vasiloiu M, et al.
Tetrahedron Asymmetry, 26(18-19), 1069-1082 (2015)
Some fluorine-containing nitrogen acids and their derivatives
Vij A, et al.
Coordination Chemistry Reviews, 158, 413-413 (1997)
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