1-Butyl-3-methylimidazolium chloride

Base Information

• Chemical Name: 1-Butyl-3-methylimidazolium chloride
• CAS No.: 79917-90-1
• Molecular Formula: C8H15ClN2
• Molecular Weight: 174.673
• Hs Code.: 29332900
• European Community (EC) Number: 460-120-8,627-110-7
• UNII: 41PS77334A
• DSSTox Substance ID: DTXSID6031461
• Wikidata: Q5772857
• ChEMBL ID: CHEMBL3183408
• Mol file: 79917-90-1.mol

Synonyms:(bmim)Br;(bmim)Cl;1-butyl-3-methylimidazolium bromide;1-butyl-3-methylimidazolium chloride;1-butyl-3-methylimidazolium methylsulfate;1-n-butyl-3-methylimidazolium chloride;1H-imidazolium, 3-butyl-1-methyl-, chloride (1:1);3-butyl-1-methylimidazolium chloride;BmimCl;butylmethylimidazolium chloride

Chemical Property of 1-Butyl-3-methylimidazolium chloride

Chemical Property:

• Appearance/Colour: colorless to straw yellow liquid
• Melting Point: ~70 °C
• Flash Point: 192 °C
• PSA: 8.81000
• Density: d25 1.08 (dried)
• LogP: -1.88330
• Storage Temp.: Inert atmosphere,Room Temperature
• Sensitive.: Hygroscopic
• Solubility.: DMSO (Slightly), Methanol (Sparingly)
• Water Solubility.: Soluble in acetone, acetonitrile, hot ethyl acetate, isopropyl alcohol, methylene chloride and methanol. Insoluble in water, hex
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 174.0923762
• Heavy Atom Count: 11
• Complexity: 93.3

Purity/Quality:

99% ^*data from raw suppliers

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

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Imidazoles
• Canonical SMILES: CCCCN1C=C[N+](=C1)C.[Cl-]
• General Description: 1-Butyl-3-methylimidazolium chloride ([BMIM]Cl) is an organic chloride salt used as a precursor in synthesizing chloroindate(III) ionic liquids, which serve as recyclable and efficient media for Friedel-Crafts acylation reactions. These ionic liquids overcome limitations of traditional Lewis acid catalysts by providing a stable, reusable system for producing aromatic ketones.

Technology Process of 1-Butyl-3-methylimidazolium chloride

There total 18 articles about 1-Butyl-3-methylimidazolium chloride 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-methyl-3-(n-butyl)imidazolium iodide (65039-05-6) → 1-butyl-3-methylimidazolium chloride (79917-90-1)

Guidance literature:

With Amberlist A-26 Cl(-) form; In methanol; Ionic liquid;

DOI:10.1039/b915743n

Reference yield: 100.0%

3-butyl-1-methyl-1H-imidazol-3-ium hexafluorophosphate (174501-64-5) → 1-butyl-3-methylimidazolium chloride (79917-90-1)

Guidance literature:

With Amberlyst A-26 (Cl^- form); In methanol;

DOI:10.3390/molecules17044007

Reference yield: 98.0%

n-Butyl chloride (109-69-3) → 1-butyl-3-methylimidazolium chloride (79917-90-1)

Guidance literature:

With 1-methyl-1H-imidazole;

upstream raw materials:

1-methyl-1H-imidazole

1-bromo-butane

n-Butyl chloride

1-butyl-3-methylimidazolium formate

Downstream raw materials:

1-(n-butyl)-3-methylimidazolium triflate

1-butyl-3-methylimidazolium trifluoromethanesulfonimide

1-butyl-3-methyl-1H-imidazol-3-iumhydrogencarbonate

3-butyl-1-methyl-1H-imidazol-3-ium hexafluorophosphate

Refernces

Chloroindate(III) ionic liquids: Recyclable media for Friedel-Crafts acylation reactions

10.1039/b413132k

This research explores the application of chloroindate(III) ionic liquids as a recyclable medium for Friedel–Crafts acylation reactions, which are crucial in the pharmaceutical and fine chemicals industry for synthesizing aromatic ketones. Traditionally, these reactions use strong Lewis acids like anhydrous aluminum(III) chloride, but they face issues such as catalyst deactivation and difficulty in separation. The study found that chloroindate(III) ionic liquids, synthesized by mixing organic chloride salts like 1-butyl-3-methylimidazolium chloride ([C4mim]Cl) or trihexyltetradecylphosphonium chloride ([P6,6,6,14]Cl) with anhydrous indium(III) chloride, offer a catalytic and completely recyclable system.