Triethylmethylammonium chloride
[CAS# 10052-47-8]

Identification

• Classification: Organic raw materials >> Organometallic salt
• Name: Triethylmethylammonium chloride
• Synonyms: Methyltriethylammonium chloride
• Molecular Formula: C₇H₁₈ClN
• Molecular Weight: 151.68
• CAS Registry Number: 10052-47-8
• EC Number: 600-107-8
• SMILES: CC[N+](C)(CC)CC.[Cl-]

Properties

• Melting point: 282-284 °C (Expl.)

Safety Data

• Hazard Symbols: GHS07 Warning
• Risk Statements: H315-H319-H335
• Safety 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

Discovery and Applications

Triethylmethylammonium chloride is a quaternary ammonium compound with the chemical formula C6H15ClN. It consists of a nitrogen atom bonded to three ethyl groups and one methyl group, with the chloride ion acting as the counterion. The compound is typically synthesized by the alkylation of dimethylamine with ethyl bromide.

The discovery of triethylmethylammonium chloride is rooted in the development of quaternary ammonium salts, which have been of interest since the early 20th century due to their ionic nature and their ability to interact with various biological systems. Quaternary ammonium compounds, including triethylmethylammonium chloride, have been extensively studied for their potential applications in diverse areas such as surfactant chemistry, pharmaceutical development, and organic synthesis.

Triethylmethylammonium chloride is commonly used in scientific research, particularly in the fields of organic chemistry and biochemistry. It is utilized as a phase transfer catalyst in organic synthesis, where it facilitates the transfer of ions or molecules between different phases in a reaction. The compound can help improve the efficiency of chemical reactions, particularly those involving hydrophobic or poorly soluble reactants.

In addition to its use in catalysis, triethylmethylammonium chloride has applications in the preparation of other quaternary ammonium compounds, which are valuable in a range of industrial processes. It is also employed in the development of ionic liquids, a class of solvents that have gained attention for their unique properties, such as non-volatility and high thermal stability.

Moreover, triethylmethylammonium chloride has been studied for its potential use in biological applications, particularly in the context of its interaction with cell membranes and proteins. It is considered a model compound for understanding the behavior of quaternary ammonium salts in biological systems due to its simple structure and ionic nature. However, while it has been used in research, its direct use in pharmaceutical or therapeutic applications has been limited.

Overall, triethylmethylammonium chloride is an important chemical substance in research and industry, particularly in the fields of organic chemistry, catalysis, and the development of ionic liquids, but its direct use in commercial applications is relatively limited.

References

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DOI: 10.1007/s10570-024-06185-0

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DOI: 10.1007/978-981-97-6433-4_5

2022. Modification of nanocellulose films in deep eutectic solvents using vinyl esters. Cellulose, 29(17).
DOI: 10.1007/s10570-022-04840-y