1-Butyl-3-methylimidazolium bis(trifluoromethylsulfonyl)imide

Base Information

• Chemical Name: 1-Butyl-3-methylimidazolium bis(trifluoromethylsulfonyl)imide
• CAS No.: 174899-83-3
• Molecular Formula: C10H15F6N3O4S2
• Molecular Weight: 419.369
• Hs Code.: 29350090
• ChEMBL ID: CHEMBL608983
• DSSTox Substance ID: DTXSID0049234
• NSC Number: 747124
• Wikidata: Q161593
• Mol file: 174899-83-3.mol

Synonyms:(1-butyl-3-methylimidazolium bis(trifluoromethylsulfonyl)imide);(Bmim)(NTf2);(bmim)(Tf2N);1-BMI-BTI cpd;1-butyl-3-methylimidazolium bis((trifluoromethyl)sulfonyl)amide;1-butyl-3-methylimidazolium bis((trifluoromethyl)sulfonyl)imide;1-butyl-3-methylimidazolium bis(trifluoromethylsulfonyl)amide;BMIM-Tf2N

Chemical Property of 1-Butyl-3-methylimidazolium bis(trifluoromethylsulfonyl)imide

Chemical Property:

• Melting Point: 1℃
• Refractive Index: n20/D 1.428
• Flash Point: >200 °C
• PSA: 93.85000
• Density: 1.44 g/cm3
• LogP: 4.33360
• Storage Temp.: Store below +30°C.
• Water Solubility.: Insoluble in water
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 11
• Rotatable Bond Count: 5
• Exact Mass: 419.04081729
• Heavy Atom Count: 25
• Complexity: 467

Purity/Quality:

98% ^*data from raw suppliers

1-Butyl-3-methylimidazolium bis(trifluoromethylsulfonyl)imide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R36/37/38:
• Hazard Codes: T,N
• Statements: 36/37/38-51/53-48/22-34-24/25
• Safety Statements: 26-36-61-45-36/37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCCCN1C=C[N+](=C1)C.C(F)(F)(F)S(=O)(=O)[N-]S(=O)(=O)C(F)(F)F
• Uses: Ionic liquids (ILs) are molten salts with melting points lower than 100 °C. They usually consist of pair of organic cation and anion. ILs exhibit unique properties such as non-volatility, high thermal stability, and high ionic conductivity and find applications as electrolytes in lithium/sodium ion batteries and dye-sensitized solar cells. They are also used as media for synthesis of conducting polymers and intercalation electrode materials. Solarpur? electrolyte components for DSSC applications meet the highest purity standards regarding water and other impurities required for this technology. 1-Butyl-3-methylimidazolium bis(trifluoromethylsulfonyl)imide is a hydrophobic ionic liquid that can enhance the activity of N,N,N′,N′-tetra(n-octyl)diglycolamide (TODGA) extractant in the extraction of uranium(VI) from an aqueous nitric acid media.

Technology Process of 1-Butyl-3-methylimidazolium bis(trifluoromethylsulfonyl)imide

There total 14 articles about 1-Butyl-3-methylimidazolium bis(trifluoromethylsulfonyl)imide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

1-Butylimidazole (4316-42-1) + bis(trifluoromethanesulfonyl)amide (82113-65-3) + trimethyl orthoformate (149-73-5) → 1-butyl-3-methylimidazolium trifluoromethanesulfonimide (174899-83-3)

Guidance literature:

at 110 ℃; for 20h; Inert atmosphere;

DOI:10.1039/c4gc00684d

Reference yield: 98.0%

1-Butylimidazole (4316-42-1) + dimethyl sulfate (77-78-1) → 1-butyl-3-methylimidazolium trifluoromethanesulfonimide (174899-83-3)

Guidance literature:

1-Butylimidazole; dimethyl sulfate; for 0.25h;

With bis(trifluoromethane)sulfonimide lithium; In water;

Reference yield: 98.0%

1-butyl-3-methylimidazolium chloride (79917-90-1) + bis(trifluoromethane)sulfonimide lithium (90076-65-6) → 1-butyl-3-methylimidazolium trifluoromethanesulfonimide (174899-83-3)

Guidance literature:

In water; for 10h;

DOI:10.1007/s10562-009-0233-3

upstream raw materials:

1-butyl-3-methylimidazolium chloride

bis(trifluoromethane)sulfonimide lithium

1-n-butyl-3-methylimidazolim bromide

1-n-butyl-3-methylimidazolium methanesulfonate

Downstream raw materials:

C₈H₄F₁₁NO₄S₃

7-fluoro-2-phenyl-4H-chromen-4-one

3-methoxy-fluoren-9-one

9H-fluorene

Refernces

• 1、 Weber, Christian F.,Puchta, Ralph,Van Eikema Hommes, Nico J. R.,Wasserscheid, Peter,Van Eldik, Rudi. "Transition-state effects of ionic liquids in substitution reactions of PtII complexes". . p. 6033 - 6038. Retrieved 2005.
• 2、 Keaveney, Sinead T.,White, Benjamin P.,Haines, Ronald S.,Harper, Jason B.. "The effects of an ionic liquid on unimolecular substitution processes: The importance of the extent of transition state solvation". . p. 2572 - 2580. Retrieved 2016.
• 3、 Tang, Sifu,Babai, Arash,Mudring, Anja-Verena. "Europium-based ionic liquids as luminescent soft materials". . p. 7631 - 7634. Retrieved 2008.
• 4、 Thawarkar, Sachin,Khupse, Nageshwar D.,Kumar, Anil. "Binary Mixtures of Aprotic and Protic Ionic Liquids Demonstrate Synergistic Polarity Effect: An Unusual Observation". . p. 210 - 221. Retrieved 2020.
• 5、 Floris, Tomas,Kluson, Petr,Muldoon, Mark J.,Pelantova, Helena. "Notes on the asymmetric hydrogenation of methyl acetoacetate in neoteric solvents". . p. 279 - 287. Retrieved 2010.
• 6、 Alammar, Tarek,Mudring, Anja-Verena. "Sonochemical synthesis of 0D, 1D, and 2D zinc oxide nanostructures in ionic liquids and their photocatalytic activity". . p. 1796 - 1804. Retrieved 2011.
• 7、 Andreatta, Alfonsina E.,Arce, Alberto,Rodil, Eva,Soto, Ana. "Physico-chemical properties of binary and ternary mixtures of ethyl acetate + ethanol + 1-butyl-3-methyl-imidazolium bis(trifluoromethylsulfonyl)imide at 298.15 K and atmospheric pressure". . p. 371 - 383. Retrieved 2010.
• 8、 Freiderich, John W.,Stankovich, Joseph J.,Luo, Huimin,Dai, Sheng,Moyer, Bruce A.. "Dissolution of the Rare-Earth Mineral Bastnaesite by Acidic Amide Ionic Liquid for Recovery of Critical Materials". . p. 4354 - 4361. Retrieved 2015.
• 9、 Hawker, Rebecca R.,Wong, Michaela J.,Haines, Ronald S.,Harper, Jason B.. "Rationalising the effects of ionic liquids on a nucleophilic aromatic substitution reaction". . p. 6433 - 6440. Retrieved 2017.
• 10、 Qu, Feng,Zhu, Qian-Qian,Liu, Chun-Li. "Crystallization in ionic liquids: Synthesis, properties, and polymorphs of uranyl salts". . p. 6421 - 6432. Retrieved 2014.