1-Butyl-3-methylimidazolium trifluoromethanesulfonate

Base Information

• Chemical Name: 1-Butyl-3-methylimidazolium trifluoromethanesulfonate
• CAS No.: 174899-66-2
• Molecular Formula: C8H15N2.CF3O3S
• Molecular Weight: 288.291
• Hs Code.: 2933290090
• European Community (EC) Number: 678-094-3
• NSC Number: 746783
• DSSTox Substance ID: DTXSID0049232
• ChEMBL ID: CHEMBL3183478
• Mol file: 174899-66-2.mol

Synonyms:(bmim)OTf;1-butyl-3-methylimidazolium trifluoromethanesulfonate

Chemical Property of 1-Butyl-3-methylimidazolium trifluoromethanesulfonate

Chemical Property:

• Appearance/Colour: Clear pale yellow to yellow liquid
• Melting Point: 16°C
• Refractive Index: 1.434
• Flash Point: >100°C
• PSA: 74.39000
• Density: 1.292
• LogP: 2.24490
• Storage Temp.: Store below +30°C.
• Sensitive.: Hygroscopic
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 3
• Exact Mass: 288.07554800
• Heavy Atom Count: 18
• Complexity: 238

Purity/Quality:

99%min ^*data from raw suppliers

1-Butyl-3-methylimidazolium trifluoromethanesulfonate ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn,Xi,N,T
• Statements: 36/37/38-21/22-51/53-36/38-25-23/24/25
• Safety Statements: 36/37/39-26-61-45-36-22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCN1C=C[N+](=C1)C.C(F)(F)(F)S(=O)(=O)[O-]
• Uses: [bmim][OTf] can be used as:??????? A glycosylation promoter in the synthesis of oligosaccharides from thiophenyl and trichloroacetimidate glycoside donors.???????A solvent for the extraction of sulfur and nitrogen containing aromatic organic compounds from aliphatic hydrocarbons.??A reagent in the preparation of ion-conductive polymeric membranes.???????? A dopant in the synthesis of poly (ethyl methacrylate) based polymer electrolytes to increase the ionic conductivity.?A reaction medium to synthesize aryl ketones by Friedel–Crafts benzoylation of aryl compounds by using bismuth triflate as a catalyst. 1-Butyl-3-methylimidazolium trifluoromethanesulfonate can be used as an alternative to lithium perchlorate-diethyl ether mixture in the Diels-Alder reaction.

Technology Process of 1-Butyl-3-methylimidazolium trifluoromethanesulfonate

There total 26 articles about 1-Butyl-3-methylimidazolium trifluoromethanesulfonate 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: 100.0%

1-Butylimidazole (4316-42-1) + methyl trifluoromethanesulfonate (333-27-7) → 1-(n-butyl)-3-methylimidazolium triflate (174899-66-2)

Guidance literature:

at 0 - 25 ℃; for 17h;

DOI:10.3390/molecules17055319

Reference yield: 100.0%

CF3O3S(1-)*H(1+)*H3N (38542-94-8) + 1-methyl-3-(n-butyl)imidazolium iodide (65039-05-6) → 1-(n-butyl)-3-methylimidazolium triflate (174899-66-2)

Guidance literature:

CF₃O₃S^(1-)*H⁽¹⁺⁾*H₃N; With Amberlyst A-26 (OH^- form); In water; at 20 ℃;

1-methyl-3-(n-butyl)imidazolium iodide; In methanol;

DOI:10.3390/molecules17044007

Reference yield: 100.0%

1-butyl-3-methylimidazolium chloride (79917-90-1) + methyl trifluoromethanesulfonate (333-27-7) → 1-(n-butyl)-3-methylimidazolium triflate (174899-66-2)

Guidance literature:

at 20 ℃; for 0.5h; Product distribution / selectivity;

upstream raw materials:

lithium trifluoromethanesulfonate

1-butyl-3-methylimidazolium chloride

1-Butylimidazole

methyl trifluoromethanesulfonate

Downstream raw materials:

3-methoxy-fluoren-9-one

9H-fluorene

2-benzylphenyl trifluoromethanesulfonate

3-chloro-fluoren-9-one

Refernces

• 1、 Cassol, Claudia C.,Ebeling, Guenter,Ferrera, Bauer,Dupont, Jairton. "A simple and practical method for the preparation and purity determination of halide-free imidazolium ionic liquids". . p. 243 - 248. Retrieved 2006.
• 2、 Zech, Oliver,Stoppa, Alexander,Buchner, Richard,Kunz, Werner. "The conductivity of imidazolium-based ionic liquids from (248 to 468) K. B. variation of the anion". . p. 1774 - 1778. Retrieved 2010.
• 3、 Babai, Arash,Kopiec, Gabriel,Lackmann, Anastasia,Mallick, Bert,Pitula, Slawomir,Tang, Sifu,Mudring, Anja-Verena. "Eu3 + as a dual probe for the determination of IL anion donor power: A combined luminescence spectroscopic and electrochemical approach". . p. 191 - 198. Retrieved 2014.
• 4、 Shamsipur, Mojtaba,Beigi, Ali Akbar Miran,Teymouri, Mohammad,Pourmortazavi, Sayed Mahdi,Irandoust, Mohsen. "Physical and electrochemical properties of ionic liquids 1-ethyl-3-methylimidazolium tetrafluoroborate, 1-butyl-3-methylimidazolium trifluoromethanesulfonate and 1-butyl-1-methylpyrrolidinium bis(trifluoromethylsulfonyl)imide". . p. 43 - 50. Retrieved 2010.
• 5、 Ge, Ming-Lan,Zhao, Ru-Song,Yi, Yu-Feng,Zhang, Qi,Wang, Li-Sheng. "Densities and viscosities of 1-butyl-3-methylimidazolium trifluoromethanesulfonate + H2O binary mixtures at T = (303.15 to 343.15) K". . p. 2408 - 2411. Retrieved 2008.
• 6、 Bhargava, Sangeeta,Soni,Rathore, Deepti. "An environmentally benign attribute for the expeditious synthesis of quinoxaline and its derivatives". . . Retrieved 2019/08/08.