What Is Bis(2-chloroethyl)amine Hydrochloride?

Bis(2-chloroethyl)amine hydrochloride (CAS 821-48-7), also known as beta,beta-dichlorodiethylamine hydrochloride or nitrogen mustard hydrochloride, is a specialized organic chemical compound with the molecular formula C4H10Cl3N. This compound serves as a critical intermediate in pharmaceutical and agrochemical synthesis, particularly in the preparation of piperazine derivatives and various nitrogen-containing heterocyclic compounds.

Key Applications and Uses

Pharmaceutical Intermediate

Bis(2-chloroethyl)amine hydrochloride is primarily used as a building block in pharmaceutical research and manufacturing. Its most significant application is as an intermediate in the synthesis of piperazine derivatives, which are fundamental structures in many drug molecules. Piperazine-containing compounds are widely used in antifungal agents, antihistamines, antipsychotics, and various other pharmaceuticals.

Nitrogen Mustard Analog

As a derivative of nitrogen mustard, this compound is structurally related to chemotherapeutic agents. It serves as a cytotoxic metabolite of cyclophosphamide, a widely used anticancer drug. While not itself a drug, it plays a role in understanding nitrogen mustard chemistry and its applications in medicinal chemistry.

Agrochemical Synthesis

The compound is also utilized in the synthesis of agrochemical products, including certain pesticides and plant growth regulators that contain piperazine or related heterocyclic structures.

Chemical Properties and Handling

Bis(2-chloroethyl)amine hydrochloride appears as a white to off-white crystalline solid. It is partly miscible in water and is stable under recommended storage conditions. As with all chloroethylamine compounds, it should be handled with appropriate safety precautions in a well-ventilated laboratory or industrial setting.

Chemical Specifications

• Product Name: Bis(2-chloroethyl)amine Hydrochloride
• Synonyms: beta,beta-Dichlorodiethylamine hydrochloride; Nitrogen mustard hydrochloride
• CAS Number: 821-48-7
• Molecular Formula: C4H10Cl3N
• Molecular Weight: approx. 178.50 g/mol
• Appearance: White to off-white crystalline solid
• Purity: Typically 98% or higher
• Solubility: Partly miscible in water

Frequently Asked Questions

What is the main use of bis(2-chloroethyl)amine hydrochloride? Its primary use is as a chemical intermediate for synthesizing piperazine derivatives, which are important in pharmaceutical and agrochemical applications.

Is this compound related to nitrogen mustard? Yes, it is a derivative of nitrogen mustard and shares the characteristic bis(2-chloroethyl)amine structure.

What products can be synthesized from this intermediate? It is used to synthesize various piperazine-based pharmaceuticals including certain antifungal agents, antihistamines, and other drug candidates.

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