1-Octyl-2,3-dimethyl-1H-imidazolium tetrafluoroborate
[CAS# 350493-10-6]

Identification

• Classification: Organic raw materials >> Heterocyclic compound >> Imidazoles
• Name: 1-Octyl-2,3-dimethyl-1H-imidazolium tetrafluoroborate
• Synonyms: 1,2-Dimethyl-3-octyl-1H-imidazolium tetrafluoroborate
• Molecular Formula: C₁₃H₂₅N₂^.BF₄
• Molecular Weight: 296.16
• CAS Registry Number: 350493-10-6
• SMILES: [B-](F)(F)(F)F.CCCCCCCCN1C=C[N+](=C1C)C

Safety Data

• Hazard Symbols: GHS07 Warning
• Hazard Statements: H315-H319
• Precautionary Statements: P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313

Discovory and Applicatios

1-Octyl-2,3-dimethyl-1H-imidazolium tetrafluoroborate is an ionic liquid that has attracted much attention due to its unique properties and wide applications in various fields such as chemical synthesis and environmental science. This compound belongs to the large family of imidazolium-based ionic liquids, which are known for their stability, low volatility, and tunable properties.

The discovery of 1-octyl-2,3-dimethyl-1H-imidazolium tetrafluoroborate (ODIM-TFB) stems from the ongoing research on ionic liquids that began in the late 20th century. Scientists aim to design and synthesize ionic liquids with specific properties to address the limitations of traditional solvents. ODIM-TFB was developed by combining the cation 1-octyl-2,3-dimethylimidazolium with the tetrafluoroborate anion, which produces a stable, low-viscosity liquid with desirable chemical properties.

The synthesis of ODIM-TFB generally involves the alkylation of 1-methylimidazole with 1-bromooctane or a similar octyl halide to form 1-octyl-2,3-dimethylimidazolium bromide. The resulting bromide salt is then reacted with sodium tetrafluoroborate to replace the bromide anion with the tetrafluoroborate anion.

One of the main applications of ODIM-TFB is as a green solvent in organic synthesis. Its ability to dissolve a wide range of organic and inorganic compounds, coupled with its non-volatility and recyclability, makes it an attractive alternative to traditional organic solvents. It is particularly useful in reactions that require high temperatures and stability, such as Friedel-Crafts alkylation and polymerization.

ODIM-TFB is used in electrochemical applications due to its high ionic conductivity and thermal stability. It is used as an electrolyte in batteries, supercapacitors, and electrochemical sensors, and is able to maintain conductivity over a wide temperature range, thereby improving the efficiency and durability of these devices.

In catalysis, ODIM-TFB can be used as both a solvent and a catalyst support. It is used to stabilize catalytic particles and improve the activity and selectivity of various catalytic processes. This dual functionality is particularly advantageous in homogeneous and heterogeneous catalysis, allowing for more efficient chemical transformations.

The excellent solubility properties of ODIM-TFB make it suitable for extraction and separation processes. It is used in liquid-liquid extraction to separate specific compounds from complex mixtures. This application is used in the pharmaceutical industry to purify active ingredients and in environmental science to extract pollutants from water and soil samples.

The stability and low volatility of ODIM-TFB make it an effective lubricant and additive in mechanical applications. It reduces friction and wear in machinery and extends the service life of mechanical parts. In addition, it is used as an additive in coatings and polymers to enhance their physical properties and performance under extreme conditions.

1-Octyl-2,3-dimethyl-1H-imidazole tetrafluoroborate has several advantages: Its non-volatility and recyclability help reduce environmental impact compared to traditional solvents. It can withstand high temperatures and harsh chemical conditions, making it suitable for a variety of industrial applications. Its ability to dissolve a wide range of substances and play a variety of roles (solvent, electrolyte, catalyst support) highlights its versatility.