1-Allyl-3-methylimidazolium bromide
[CAS# 31410-07-8]

Identification

• Classification: Organic raw materials >> Heterocyclic compound >> Imidazoles
• Name: 1-Allyl-3-methylimidazolium bromide
• Synonyms: 1-methyl-3-prop-2-enylimidazol-1-ium;bromide
• Molecular Formula: C₇H₁₁BrN₂
• Molecular Weight: 203.08
• CAS Registry Number: 31410-07-8
• EC Number: 627-250-9
• SMILES: C[N+]1=CN(C=C1)CC=C.[Br-]

Properties

• Refractive index: 1.578 (20 ºC)

Safety Data

• Hazard Symbols: GHS07 Warning
• Hazard Statements: H315-H319-H335
• Precautionary Statements: P261-P264-P264+P265-P271-P280-P302+P352-P304+P340-P305+P351+P338-P319-P321-P332+P317-P337+P317-P362+P364-P403+P233-P405-P501

Hazard Classification

Hazard	Class	Category Code	Hazard Statement
Skin irritation	Skin Irrit.	2	H315
Eye irritation	Eye Irrit.	2	H319
Specific target organ toxicity - single exposure	STOT SE	3	H335

Discovory and Applicatios

1-allyl-3-methylimidazolium bromide is an ionic liquid that has attracted great interest due to its unique properties and wide range of applications in various scientific and industrial fields. This compound belongs to the family of imidazolium ionic liquids, which are known for their thermal stability, low volatility, and high ionic conductivity, making it a substance with a variety of applications.

The exploration of ionic liquids, including 1-allyl-3-methylimidazolium bromide, began in the mid-20th century and made significant progress in the 1990s. Researchers were motivated by the need for environmentally friendly alternatives to traditional solvents. The synthesis of 1-allyl-3-methylimidazolium bromide involves the reaction of 1-methylimidazole with allyl bromide to form a stable ionic liquid with unique properties due to the presence of both allyl and imidazolium groups.

1-allyl-3-methylimidazolium bromide, with the chemical formula C7H11BrN2 and a molecular weight of 203.08 g/mol, has excellent thermal and chemical stability. Its ionic nature provides high ionic conductivity, which is beneficial for a variety of electrochemical applications. The low volatility of this compound and its ability to dissolve a wide range of substances make it a versatile solvent in both laboratory and industrial settings.

1-allyl-3-methylimidazolium bromide can be used as a solvent for a variety of organic reactions, providing a non-volatile, recyclable medium that complies with the principles of green chemistry. Its ability to dissolve organic and inorganic compounds improves reaction rates and yields. This ionic liquid can serve as an effective medium for catalytic reactions, especially in homogeneous catalysis. Its ionic nature stabilizes reaction intermediates and transition states, thereby improving the efficiency and selectivity of the catalytic process.

1-allyl-3-methylimidazolium bromide has high ionic conductivity and thermal stability, making it suitable for use as an electrolyte in batteries and supercapacitors. It helps improve the efficiency, safety, and lifetime of these energy storage devices. The compound is used in electrochemical sensors due to its excellent solubility and stability, improving the sensitivity and accuracy of these devices.

Incorporating 1-allyl-3-methylimidazolium bromide into polymer electrolytes produces materials with high ionic conductivity and mechanical strength. These materials are valuable in applications such as fuel cells and advanced batteries. The ability of this ionic liquid to stabilize nanoparticles and promote their uniform distribution is beneficial for the synthesis and processing of nanomaterials. These nanomaterials can be used in catalysis, electronics, and medicine.

1-allyl-3-methylimidazolium bromide is used in extraction processes to separate specific compounds from complex mixtures. Its selectivity and efficiency in dissolving the target molecule improves the purity and yield of the extracted material, making it useful in pharmaceuticals and fine chemicals. The solubility of this ionic liquid allows the separation of gases, such as carbon dioxide and hydrogen, from gas mixtures. This application is of great significance in industrial processes and environmental management.

1-allyl-3-methylimidazolium bromide has high thermal stability and is suitable for use as a heat transfer fluid in high-temperature applications. Its non-volatility reduces the risk of evaporation and environmental contamination.

Future research on 1-allyl-3-methylimidazolium bromide aims to further explore its potential in sustainable technologies, advanced materials, and biopolymer processing. Ongoing research focuses on optimizing its synthesis, enhancing its properties, and expanding its applications in various industries.