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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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10 G
$206.00
50 G
$510.00
250 G
$1,470.00

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

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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.[1]     
  • As a reagent in the preparation of imidazolium core bearing monomer ionic liquids to develop polymerized ionic liquids.[2]
  • For the preparation of a chiral imidazolium salt via anion metathesis of the corresponding triflate.[3]       
  • In the synthesis of solid polymer electrolytes for lithium-ion batteries.[4][5] 
  • In the synthesis of polyelectrolyte reusable homogenous catalysts, which are used in the Diels–Alder reactions between isoprene and a variety of dienophiles.[6]
  • Used in the preparation of electrolytes for lithium batteries[7][8][9] and novel rare-earth Lewis acid catalysts.[10]

Other Notes

For a review on fluorine containing nitrogen acids, see Coordination Chemistry Reviews.[11]

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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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
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)
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)

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Questions

1–3 of 3 Questions  
  1. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  3. What is the purity?

    1 answer
    1. Product 449504 is not tested for purity. The product undergoes IR testing as well as carbon, hydrogen, and fluorine NMR to confirm its identity but minor impurities may be present.

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