Dimethylamine hydrochloride
[CAS# 506-59-2]

Identification

• Classification: Organic raw materials >> Amino compound >> Acyclic monoamines, polyamines and their derivatives and salts
• Name: Dimethylamine hydrochloride
• Synonyms: Dimethylammonium chloride
• Molecular Formula: C₂H₇N.HCl
• Molecular Weight: 81.54
• CAS Registry Number: 506-59-2
• EC Number: 208-046-5
• SMILES: CNC.Cl

Properties

• Melting point: 168-174 °C
• Water solubility: 3000 g/L (20 °C)

Safety Data

• Hazard Symbols: GHS07 Warning
• Risk Statements: H302-H315-H319-H335
• Safety Statements: P261-P264-P264+P265-P270-P271-P280-P301+P317-P302+P352-P304+P340-P305+P351+P338-P319-P321-P330-P332+P317-P337+P317-P362+P364-P403+P233-P405-P501

Hazard Classification

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

Discovery and Applications

Dimethylamine hydrochloride is an important quaternary ammonium salt with the chemical formula C2H8ClN. It is derived from dimethylamine, a colorless gas that is produced through the reaction of ammonia with formaldehyde and methyl iodide. Dimethylamine hydrochloride is formed when dimethylamine reacts with hydrochloric acid, resulting in a stable white crystalline compound. This substance has been known and utilized in various chemical processes since the early 20th century, with its applications expanding significantly over the decades.

The discovery of dimethylamine hydrochloride is linked to the broader exploration of amines and their derivatives in organic chemistry. Dimethylamine itself was first synthesized in 1864, and its hydrochloride salt was recognized shortly thereafter for its utility in chemical reactions and industrial applications. The unique properties of dimethylamine hydrochloride stem from the presence of both a basic amine group and a chloride ion, which contribute to its reactivity and solubility in water.

One of the primary applications of dimethylamine hydrochloride is as a reagent in organic synthesis. It serves as a source of dimethylamino groups in the synthesis of various pharmaceuticals, agrochemicals, and other organic compounds. The ability to introduce dimethylamino functionalities into molecules enhances their biological activity and efficacy, making this compound a valuable tool in drug development. For example, dimethylamine hydrochloride is utilized in the synthesis of antihistamines, antidepressants, and local anesthetics, where the dimethylamino group plays a crucial role in the mechanism of action.

In addition to its role in organic synthesis, dimethylamine hydrochloride is used in the manufacture of surfactants and emulsifiers. Its amphiphilic nature, characterized by both hydrophilic (amine) and hydrophobic (alkyl) components, enables it to effectively reduce surface tension and stabilize emulsions. This property is particularly valuable in the formulation of detergents, personal care products, and agricultural chemicals, where it aids in the dispersion of active ingredients and enhances product performance.

Dimethylamine hydrochloride also finds applications in the production of polymers and resins. It is commonly used as a catalyst or curing agent in the synthesis of epoxy resins and polyurethane foams. The introduction of dimethylamine groups into polymer structures can improve their mechanical properties, thermal stability, and resistance to chemicals, making them suitable for various industrial applications.

Moreover, this compound has been investigated for its potential use in the food industry. Dimethylamine hydrochloride is sometimes employed as a food additive or flavoring agent, although its use is regulated and varies by region. The compound's safety profile has been evaluated, and it is considered safe for consumption at low levels, although excessive intake can lead to toxicity.

Recent research has also explored the role of dimethylamine hydrochloride in biomedical applications, particularly in drug delivery systems. Its ability to interact with biological membranes and enhance the solubility of poorly water-soluble drugs has led to investigations into its use as a carrier for targeted drug delivery, improving therapeutic outcomes in various medical treatments.

In summary, dimethylamine hydrochloride is a versatile compound with a rich history and diverse applications in organic synthesis, surfactant production, polymer manufacturing, and food processing. Its discovery has facilitated advancements in chemistry and industry, highlighting its importance as a key reagent and functional ingredient across multiple fields.

References

2023. Identification, Synthesis, and Characterization of Potential Dichloro Impurity: N,N-Dimethyl-3-Phenyl-2, 3-Dichloropropylamine in the Synthesis of Atomoxetine. Pharmaceutical Chemistry Journal, 56(11).
DOI: 10.1007/s11094-024-03039-8

2022. N,N-dimethyl fluorosulfonamide for suppressed aluminum corrosion in lithium bis(trifluoromethanesulfonyl)imide-based electrolytes. Nano Research, 15(12).
DOI: 10.1007/s12274-022-4669-8

1948. The Addition of Dimethylamine to Benzoquinone. Journal of the American Chemical Society, 70(2).
DOI: 10.1021/ja01182a502