Skip to Content
Merck
All Photos(1)

Key Documents

View All Documentation

449504

Sigma-Aldrich

Bis(trifluoromethane)sulfonimide lithium salt

Synonym(s):

Bis(trifluoromethylsulfonyl)amine lithium salt, Lithium bistrifluoromethanesulfonimidate

Sign Into View Organizational & Contract Pricing
All Photos(1)

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

Looking for similar products? Visit Product Comparison Guide

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

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
WXBF2576V
WXBF3560V
WXBF3178V
WXBF2917V
WXBF1018V

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.

Search for a COA

Already Own This Product?

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

Visit the Document Library

3-[2-(Oxiran-2-yl) ethyl]-1-{4-[(2-oxiran-2-yl) ethoxy] benzyl} imidazolium bis (Trifluoromethane) sulfonimide
Chardin C, et al.
Molbank, 2018(1), M974-M974 (2018)
Poly (ethylene oxide carbonates) solid polymer electrolytes for lithium batteries
Meabe L, et al.
Electrochimica Acta, 264, 367-375 (2018)
Susana Arrechea et al.
Nanoscale, 8(41), 17953-17962 (2016-10-21)
Two new conjugated acceptor-π-donor-π-acceptor (A-π-D-π-A) porphyrins have been synthesised using 3-ethylrhodanine (1a) or dicyanovinylene (1b) groups as acceptor units. Their optical and electrochemical properties made these materials excellent electron donors along with PC71BM as the acceptor for solution-processed bulk heterojunction
An appraisal of tetraethylsulfamide as plasticizer for poly (ethylene oxide)- LiN (CF3SO2)2 rubbery electrolytes
Labreche C, et al.
Macromolecules, 29, 7795-7795 (1996)
Amino alcohol-derived chiral ionic liquids: structural investigations toward chiral recognition
Vasiloiu M, et al.
Tetrahedron Asymmetry, 26(18-19), 1069-1082 (2015)
View All Related Papers

Articles

High-Energy Lithium-Ion Batteries

Experts discuss challenges and production processes of nickel-rich layered oxide cathode materials in energy storage systems.

High-Energy Lithium-Ion Batteries

Experts discuss challenges and production processes of nickel-rich layered oxide cathode materials in energy storage systems.

High-Energy Lithium-Ion Batteries

Experts discuss challenges and production processes of nickel-rich layered oxide cathode materials in energy storage systems.

High-Energy Lithium-Ion Batteries

Experts discuss challenges and production processes of nickel-rich layered oxide cathode materials in energy storage systems.

See All

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