3-Butyl-1-methylimidazolium acetate
[CAS# 284049-75-8]

Identification

• Classification: Chemical reagent >> Organic reagent >> Ionic liquid
• Name: 3-Butyl-1-methylimidazolium acetate
• Synonyms: Basionics BC 02; [Bmin][OOCCH3]
• Molecular Formula: C₈H₁₅N₂^.C₂H₃O₂
• Molecular Weight: 198.26
• CAS Registry Number: 284049-75-8
• EC Number: 801-336-8
• SMILES: CCCCN1C=C[N+](=C1)C.CC(=O)[O-]

Properties

• Density: 1.243 g/cm³ (25 ºC)^*
• Melting point: -20 ºC^**
• Refractive index: 1.49481 (20.00 ºC)^***

^* McHale, Glen; Analytical Chemistry (Washington, DC, United States) 2008, V80(15), P5806-5811.

^** Bogolitsyn, K. G.; Russian Journal of General Chemistry 2009, V79(1), P125-128.

^*** Tariq, M.; Journal of Chemical Thermodynamics 2009, V41(6), P790-798.

Safety Data

• Hazard Symbols: GHS07 Warning
• Hazard Statements: H302-H315-H319
• Precautionary Statements: P264-P264+P265-P270-P280-P301+P317-P302+P352-P305+P351+P338-P321-P330-P332+P317-P337+P317-P362+P364-P501

Hazard Classification

Hazard	Class	Category Code	Hazard Statement
Skin irritation	Skin Irrit.	2	H315
Acute toxicity	Acute Tox.	4	H302
Eye irritation	Eye Irrit.	2	H319

Discovory and Applicatios

3-Butyl-1-methylimidazolium acetate (BMIM OAc) is an ionic liquid with the chemical formula C₁₀H₁₈N₂O₂. It is a member of the imidazolium ionic liquid family, known for its unique properties and wide range of applications. 3-Butyl-1-methylimidazolium acetate was discovered in the early 21st century while exploring ionic liquids as potential green solvents and catalysts. Researchers were particularly interested in developing ionic liquids that combined desirable physical properties such as low volatility, high thermal stability, and strong solvating power. BMIM OAc stands out as a versatile and valuable ionic liquid due to its ability to dissolve a wide range of organic, inorganic, and polymeric substances.

The synthesis of 3-Butyl-1-methylimidazolium acetate involves the following steps: The cationic 3-butyl-1-methylimidazolium is synthesized by reacting 1-methylimidazolium with butyl chloride. The resulting 3-butyl-1-methylimidazolium chloride is then reacted with sodium acetate or other acetate sources to form 3-butyl-1-methylimidazolium acetate. The process produces a colorless to pale yellow liquid that is hygroscopic and highly thermally and chemically stable.

BMIM OAc is widely used in biomass processing. Its exceptional ability to dissolve cellulose and other lignocellulosic materials makes it a key solvent for converting biomass into biofuels and biochemicals. This application is of great significance for the development of sustainable energy and the production of renewable materials.

BMIM OAc is an effective catalyst for a variety of chemical reactions, including esterification, transesterification, and carbonylation reactions. Its ionic nature and strong solvating ability increase reaction rates and selectivity, making it a valuable tool in laboratory and industrial processes.

In the field of green chemistry, BMIM OAc is highly regarded for its environmentally friendly properties. As a non-volatile solvent, it reduces the release of harmful volatile organic compounds (VOCs) into the atmosphere, promoting cleaner chemical processes. In addition, its recyclability and reusability contribute to sustainable chemical practices.

BMIM OAc is used to extract and separate a wide range of compounds. Its ability to dissolve a wide range of substances makes it an ideal choice for liquid-liquid extraction, chromatography, and other separation techniques. This versatility is beneficial for both analytical and industrial chemistry.

In pharmaceuticals, BMIM OAc is used to enhance the solubility and stability of drugs. Its unique properties allow the formulation of difficult-to-dissolve or -stabilize drug compounds, thereby improving drug delivery systems and therapeutic efficacy.