N-Butyl-N-methylpyrrolidinium bromide
[CAS# 93457-69-3]

Identification

• Classification: Chemical reagent >> Organic reagent >> Ionic liquid
• Name: N-Butyl-N-methylpyrrolidinium bromide
• Synonyms: N-Methyl-N-butylpyrrolidinium bromide
• Molecular Formula: C₉H₂₀N^.Br
• Molecular Weight: 222.17
• CAS Registry Number: 93457-69-3
• EC Number: 618-948-4
• SMILES: CCCC[N+]1(CCCC1)C.[Br-]

Properties

• Melting point: 490 ºC^*

^* Rao, Ch. Jagadeeswara; Electrochimica Acta 2009, V54(20), P4718-4725.

Safety Data

• Hazard Symbols: GHS07 Warning
• Hazard Statements: H302-H319
• Precautionary Statements: P264-P264+P265-P270-P280-P301+P317-P305+P351+P338-P330-P337+P317-P501

Hazard Classification

Hazard	Class	Category Code	Hazard Statement
Eye irritation	Eye Irrit.	2	H319
Acute toxicity	Acute Tox.	4	H302
Specific target organ toxicity - single exposure	STOT SE	3	H335
Skin irritation	Skin Irrit.	2	H315

Discovory and Applicatios

N-Butyl-N-methylpyrrolidino bromide is an ionic liquid that has attracted much attention due to its unique chemical properties and wide range of applications. As part of the pyrrolidine family of ionic liquids, this compound is known for its stability, low volatility, and ability to dissolve a wide range of substances.

Interest in ionic liquids, including N-butyl-N-methylpyrrolidino bromide, began in the mid-20th century as researchers sought environmentally friendly alternatives to traditional solvents. The synthesis of this compound involves the alkylation of N-methylpyrrolidine with butyl bromide, resulting in a stable ionic liquid with properties that are beneficial for a variety of applications.

N-Butyl-N-methylpyrrolidino bromide, with the molecular formula C9H20BrN, has several notable properties: it remains liquid at room temperature, enhancing its usability in different chemical processes; this compound can withstand high temperatures without decomposing, making it suitable for applications that require heat resistance; its low viscosity enables it to be used effectively as a solvent, promoting reactions and effectively dissolving substances; and the non-volatility of N-Butyl-N-methylpyrrolidino bromide reduces the risk of evaporation, ensuring consistent performance in a variety of applications.

N-Butyl-N-methylpyrrolidino bromide is widely used as a green solvent in chemical synthesis and catalysis. Its ability to dissolve a wide range of organic and inorganic compounds makes it ideal for reactions where traditional solvents may be unsuitable or harmful to the environment. This ionic liquid can often increase reaction rates and selectivity, promoting more efficient and sustainable chemical processes.

In the field of energy storage, N-Butyl-N-methylpyrrolidino bromide can be used as an electrolyte in batteries. Its high ionic conductivity and thermal stability can improve the performance, stability and life of batteries, helping to develop advanced battery technologies such as lithium-ion batteries.

N-Butyl-N-methylpyrrolidino bromide is very effective in separation processes, such as extracting metals and purifying natural products. Its selective solvation ability can effectively separate and recover valuable compounds from complex mixtures, making it a valuable tool in industrial and laboratory settings.

This ionic liquid is used as a catalyst or co-catalyst in a variety of chemical reactions. Its ionic properties can promote certain reactions, increasing yields and reaction rates. This application is particularly valuable in organic synthesis and industrial chemistry.

The unique properties of N-butyl-N-methylpyrrolidine bromide make it useful in environmental applications such as removing contaminants from water and soil. Its nonvolatility and ability to dissolve contaminants aid in effective environmental cleanup efforts and sustainable development initiatives.

N-butyl-N-methylpyrrolidine bromide supports green chemistry principles by offering a safer alternative to traditional solvents. Its low volatility and potential for recycling and reuse reduce environmental impact and improve the safety of chemical processes. The nonflammability and thermal stability of N-butyl-N-methylpyrrolidine bromide improve safety in industrial and laboratory settings. These properties reduce the risk of accidents and support safer handling practices. The wide range of applications of N-butyl-N-methylpyrrolidine bromide highlights its versatility. From energy storage to environmental remediation, its properties make it a valuable tool to advance a variety of scientific and industrial fields.

References

2021. Ecotoxicity of binary mixtures of ILs and inorganic salts of electrochemical interest. Environmental Science and Pollution Research International, 28(22).
DOI: 10.1007/s11356-021-17515-1

2020. Synergistic antimicrobial activity of N-methyl substituted pyrrolidinium-based ionic liquids and melittin against Gram-positive and Gram-negative bacteria. Applied Microbiology and Biotechnology, 104(23).
DOI: 10.1007/s00253-020-10989-y

2017. Self-assembled high-performance graphene oxide fibers using ionic liquid as coagulating agent. Journal of Materials Science, 52(14).
DOI: 10.1007/s10853-017-1050-5