Ethylenediamine dihydrochloride
[CAS# 333-18-6]

Identification

• Classification: Organic raw materials >> Amino compound >> Acyclic monoamines, polyamines and their derivatives and salts
• Name: Ethylenediamine dihydrochloride
• Synonyms: 1,2-Diaminoethane dihydrochloride
• Molecular Formula: C₂H₈N₂.2(HCl)
• Molecular Weight: 133.02
• CAS Registry Number: 333-18-6
• EC Number: 206-369-6
• SMILES: C(CN)N.Cl.Cl

Properties

• Melting point: 300 °C
• Water solubility: 300 g/L (20 °C)

Safety Data

• Hazard Symbols: GHS07;GHS08 Danger
• Risk Statements: H302-H315-H317-H319-H334-H335
• Safety Statements: P233-P260-P261-P264-P264+P265-P270-P271-P272-P280-P284-P301+P317-P302+P352-P304+P340-P305+P351+P338-P319-P321-P330-P332+P317-P333+P317-P337+P317-P342+P316-P362+P364-P403-P403+P233-P405-P501

Hazard Classification

Hazard	Class	Category Code	Hazard Statement
Acute toxicity	Acute Tox.	4	H302
Skin sensitization	Skin Sens.	1	H317
Skin irritation	Skin Irrit.	2	H315
Eye irritation	Eye Irrit.	2	H319
Specific target organ toxicity - single exposure	STOT SE	3	H335
Respiratory sensitization	Resp. Sens.	1	H334

Discovery and Applications

Ethylenediamine dihydrochloride is a dihydrochloride salt of ethylenediamine, a compound that plays a crucial role in various industrial and pharmaceutical applications. Ethylenediamine itself was first synthesized in 1860 by the German chemist Heinrich Rose, who reacted ethylene oxide with ammonia. The discovery of this versatile compound marked the beginning of extensive research into its derivatives, including ethylenediamine dihydrochloride.

The synthesis of ethylenediamine dihydrochloride typically involves the reaction of ethylenediamine with hydrochloric acid, resulting in the formation of the dihydrochloride salt. This compound is characterized by its hygroscopic nature and high solubility in water, making it suitable for various applications.

Ethylenediamine dihydrochloride has found significant use in the pharmaceutical industry. It is commonly utilized as a reagent and building block in the synthesis of various pharmaceuticals, including antihistamines, analgesics, and anti-inflammatory agents. Its ability to form complexes with metal ions has led to its application as a chelating agent in medicinal formulations, enhancing the bioavailability and stability of certain drugs.

In addition to its pharmaceutical applications, ethylenediamine dihydrochloride is employed in various industrial processes. It serves as a catalyst in the production of polyurethane foams and resins, where it facilitates the reaction between isocyanates and polyols. Its use in the textile industry includes acting as a dye-fixing agent and a modifier for synthetic fibers, improving the colorfastness and overall quality of textiles.

Furthermore, ethylenediamine dihydrochloride plays a role in agricultural applications as a component in the formulation of fertilizers and pesticides. Its chelating properties help improve the nutrient uptake of plants, thereby enhancing crop yield and quality.

Recent studies have also explored the potential of ethylenediamine dihydrochloride in biomedical applications. Research indicates that it may possess antimicrobial properties, making it a candidate for use in antimicrobial coatings and preservatives in various healthcare products.

In summary, ethylenediamine dihydrochloride is a significant compound with a rich history and diverse applications across pharmaceuticals, industry, and agriculture. Its discovery has paved the way for advancements in various fields, and ongoing research continues to uncover new potential uses for this versatile compound.

References

2024. Study of the antibacterial and cytotoxic activity of chitosan and its derivatives chemically modified with phthalic anhydride and ethylenediamine. International Journal of Biological Macromolecules.
DOI: 10.1016/j.ijbiomac.2024.130292

2024. Synthesis and Optimization of Ethylenediamine-Based Zwitterion on Polymer Side Chain for Recognizing Narrow Tumorous pH Windows. Biomacromolecules.
DOI: 10.1021/acs.biomac.4c01086

1946. Chronic toxicity of N'pyridyl, N'benzyl, dimethyl-ethylenediamine monohydrochloride (pyribenzamine). The Journal of allergy.
DOI: 10.1016/0021-8707(46)90073-1