1-Butyl-2,3-dimethylimidazolium chloride
[CAS# 98892-75-2]

Identification

• Classification: Chemical reagent >> Organic reagent >> Ionic liquid
• Name: 1-Butyl-2,3-dimethylimidazolium chloride
• Molecular Formula: C₉H₁₇ClN₂
• Molecular Weight: 188.70
• CAS Registry Number: 98892-75-2
• EC Number: 801-457-6
• SMILES: CCCCN1C=C[N+](=C1C)C.[Cl-]

Properties

• Melting point: 88-91 °C

Safety Data

• Hazard Symbols: GHS07 Warning
• Risk Statements: H317-H319
• Safety Statements: P280-P305+P351+P338

Discovery and Applications

1-Butyl-2,3-dimethylimidazolium chloride is a versatile ionic liquid that has attracted a great deal of attention from the scientific and industrial communities due to its unique properties and wide range of applications. This substance belongs to the broader class of imidazolium-based ionic liquids, which have been the subject of extensive research over the past few decades.

The discovery of 1-Butyl-2,3-dimethylimidazolium chloride dates back to the late 20th century, when researchers began to explore the potential of ionic liquids as alternatives to traditional solvents. These efforts were driven by the need for greener and more efficient chemical processes. The synthesis of this particular ionic liquid involves the alkylation of 2,3-dimethylimidazolium with butyl chloride, followed by purification steps to isolate the desired product.

The molecular formula of 1-Butyl-2,3-dimethylimidazolium chloride is C9H17ClN2. Its chemical structure features an imidazole ring with a butyl group and two methyl substituents, paired with a chloride anion. Key properties include: high thermal stability for high temperature applications; low volatility reduces the risk of evaporation and ensures stable performance; high ionic conductivity is essential for electrochemical applications; and solubility in a wide range of organic solvents enhances its versatility.

1-Butyl-2,3-dimethylimidazolium chloride is widely used as a green solvent in chemical synthesis and catalysis. Its ability to dissolve a wide range of substances makes it an excellent alternative to traditional solvents, contributing to more sustainable chemical processes.

In energy storage, this ionic liquid can be used as an electrolyte in advanced batteries and supercapacitors. Its high ionic conductivity and thermal stability improve the performance and lifetime of these devices, and are of great value in developing next-generation energy storage solutions.

The compound is used as a catalyst or co-catalyst in a variety of chemical reactions. Its ionic properties promote specific reactions, increasing yields and reaction rates. It is particularly valuable in organic synthesis and industrial chemical processes.

1-Butyl-2,3-dimethylimidazolium chloride is effective in separation processes, including metal extraction and natural product purification. Its selective solvation ability enables the efficient separation and recovery of valuable compounds from complex mixtures, benefiting industrial and laboratory operations.

Its unique properties make it suitable for polymerization reactions, stabilizing reaction intermediates and providing a controlled environment for polymer growth, leading to the development of new polymer materials with tailored properties.

The use of 1-butyl-2,3-dimethylimidazolium chloride supports green chemistry principles and provides a safer, more sustainable alternative to traditional solvents. Its low volatility and recycling potential reduce environmental impact. The non-flammability and thermal stability of this ionic liquid improve safety in industrial and laboratory settings. It reduces the risk of accidents and supports safer handling methods. Its wide range of applications highlights the versatility of 1-butyl-2,3-dimethylimidazolium chloride. From green solvents to advanced battery electrolytes and catalysts, its properties make it a valuable tool to advance scientific and industrial fields.

References

2015. Invariom approach as a new tool in electron density studies of ionic liquids: a model case of 1-butyl-2,3-dimethylimidazolium chloride BDMIM[Cl]. RSC Advances, 5(137).
DOI: 10.1039/c5ra13752g

2012. Ionic liquids: Efficient solvent and medium for the transformation of renewable lignocellulose. Science China Chemistry, 55(8).
DOI: 10.1007/s11426-012-4633-7

2007. Efficient synthesis of cellulose furoates in 1-N-butyl-3-methylimidazolium chloride. Cellulose, 14(6).
DOI: 10.1007/s10570-007-9138-8