1-Butyl-1-methylpyrrolidinium Bis(trifluoromethanesulfonyl)imide

Base Information

• Chemical Name: 1-Butyl-1-methylpyrrolidinium Bis(trifluoromethanesulfonyl)imide
• CAS No.: 223437-11-4
• Deprecated CAS: 1397700-79-6
• Molecular Formula: C11H20F6N2O4S2
• Molecular Weight: 422.413
• Hs Code.: 29350090
• NSC Number: 747131
• UNII: FD74DKK1WH
• DSSTox Substance ID: DTXSID9047968
• Wikidata: Q27894431
• ChEMBL ID: CHEMBL3184506
• Mol file: 223437-11-4.mol

Synonyms:1-butyl-1-methylpyrrolidinium bis(trifluoromethylsulfonyl)imide

Chemical Property of 1-Butyl-1-methylpyrrolidinium Bis(trifluoromethanesulfonyl)imide

Chemical Property:

• Vapor Pressure: 0.54mmHg at 25°C
• Melting Point: -6°C
• Refractive Index: 1.4216
• Boiling Point: 190.5°Cat760mmHg
• Flash Point: 69°C
• PSA: 85.04000
• Density: g/cm³
• LogP: 5.20660
• Storage Temp.: Store below +30°C.
• Water Solubility.: Miscible with methanol, acetonitrile, acetone, dichloromethane and dimethyl sulfoxide. Immiscible with water and diethyl ether.
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 11
• Rotatable Bond Count: 5
• Exact Mass: 422.07686844
• Heavy Atom Count: 25
• Complexity: 467

Purity/Quality:

99% ^*data from raw suppliers

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

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Other Nitrogen Compounds
• Canonical SMILES: CCCC[N+]1(CCCC1)C.C(F)(F)(F)S(=O)(=O)[N-]S(=O)(=O)C(F)(F)F
• Uses: BMP-BTI has been used as a derivatization media for dimethyl sulfate (DMS) with dibenzazepine. 1-n-Butyl-1-methylpyrrolidinium bis (trifluoromethylsulfonyl) imide is useful for electrodeposition. It is also used in energy storage in lithium batteries and in super capacitors. Further, it is employed in organic synthesis. 1-Butyl-1-methylpyrrolidinium bis(trifluoromethylsulfonyl)imide is an ionic liquid that can be used:As a solvent for separating azeotropic mixture of 2-propanol and water.To study the activity of electrode materials for the electrocatalytic oxygen reduction (ORR) and oxygen evolution (OER) reactions in Mg-air batteries.As a lubricant for gears and machines.

Technology Process of 1-Butyl-1-methylpyrrolidinium Bis(trifluoromethanesulfonyl)imide

There total 14 articles about 1-Butyl-1-methylpyrrolidinium Bis(trifluoromethanesulfonyl)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: 99.3%

bis(trifluoromethane)sulfonimide lithium (90076-65-6) + 1-butyl-1-methylpyrrolidinium chloride (479500-35-1) → 1-butyl-methylpyrrolidinium bis(trifluoromethylsulfonyl)amide (223437-11-4)

Guidance literature:

In dichloromethane; water; Flow reactor;

DOI:10.1016/j.tetlet.2021.153500

Reference yield: 99.0%

N-methyl-N-butylpyrrolidinium bicarbonate + sodium bis(trifluoromethanesulfonyl)imide (91742-21-1) → 1-butyl-methylpyrrolidinium bis(trifluoromethylsulfonyl)amide (223437-11-4)

Guidance literature:

In methanol; acetone; at 20 ℃; for 1h; Large scale;

Reference yield: 98.0%

bis(trifluoromethane)sulfonimide lithium (90076-65-6) + N-methyl-N-butylpyrrolidinium bromide (93457-69-3) → 1-butyl-methylpyrrolidinium bis(trifluoromethylsulfonyl)amide (223437-11-4)

Guidance literature:

In dichloromethane; water;

DOI:10.1039/c5cp07160g

upstream raw materials:

1-n-Butyl-1-methylpyrrolidinium iodide

bis(trifluoromethane)sulfonimide lithium

1-butyl-1-methylpyrrolidinium chloride

N-methyl-N-butylpyrrolidinium bromide

Downstream raw materials:

hydrogen cyanide

carbon dioxide

carbon monoxide

hydrogen fluoride

Refernces

• 1、 Baker, Sheila N.,Mark McCleskey,Pandey, Siddharth,Baker, Gary A.. "Fluorescence studies of protein thermostability in ionic liquids". . p. 940 - 941. Retrieved 2004.
• 2、 Lee, Jin Hong,Lee, Albert S.,Lee, Jong-Chan,Hong, Soon Man,Hwang, Seung Sang,Koo, Chong Min. "Hybrid ionogel electrolytes for high temperature lithium batteries". . p. 2226 - 2233. Retrieved 2015.
• 3、 Toma, Ana M.,Ra?, Ciprian I.,Pavel, Octavian D.,Hardacre, Christopher,Rüffer, Tobias,Lang, Heinrich,Mehring, Michael,Silvestru, Anca,Parvulescu, Vasile I.. "Heterocyclic bismuth(III) compounds with transannular N→Bi interactions as catalysts for the oxidation of thiophenol to diphenyldisulfide". . p. 5343 - 5353. Retrieved 2017.
• 4、 Lee, Albert S.,Lee, Jin Hong,Lee, Jong-Chan,Hong, Soon Man,Hwang, Seung Sang,Koo, Chong Min. "Polyethylene glycol-functionalized siloxane hybrid gel polymer electrolytes for lithium ion batteries". . p. 3016 - 3020. Retrieved 2017.
• 5、 MacFarlane,Meakin,Sun,Amini,Forsyth. "Pyrrolidinium imides: A new family of molten salts and conductive plastic crystal phases". . p. 4164 - 4170. Retrieved 1999.
• 6、 Berdzinski, Stefan,Horst, Joachim,Strassburg, Petra,Strehmel, Veronika. "Recombination of lophyl radicals in pyrrolidinium-based ionic liquids". . p. 1899 - 1908. Retrieved 2013.
• 7、 Yoshii, Kazuki,Oshino, Yosuke,Tachikawa, Naoki,Toshima, Kazunobu,Katayama, Yasushi. "Electrodeposition of palladium from palladium(II) acetylacetonate in an amide-type ionic liquid". . p. 21 - 24. Retrieved 2015.
• 8、 Ward, Antony J.,Masters, Anthony F.,Maschmeyer, Thomas. "Facile, high-yielding preparation of pyrrolidinium, piperidinium, morpholinium and 2,3-dihydro-1H-isoindolinium salts and ionic liquids from secondary amines". . p. 23327 - 23337. Retrieved 2014.
• 9、 Lee, Jin Hong,Lee, Albert S.,Lee, Jong-Chan,Hong, Soon Man,Hwang, Seung Sang,Koo, Chong Min. "Hybrid ionogel electrolytes derived from polyhedral oligomeric silsesquioxane for lithium ion batteries". . p. 3101 - 3104. Retrieved 2017.
• 10、 Shirota, Hideaki,Funston, Alison M.,Wishart, James F.,Castner Jr., Edward W.. "Ultrafast dynamics of pyrrolidinium cation ionic liquids". . . Retrieved 2005.