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1,4-bis(2-aminoethyl)piperazine
  • 1,4-bis(2-aminoethyl)piperazine1,4-bis(2-aminoethyl)piperazine

1,4-bis(2-aminoethyl)piperazine

Model: 6531-38-0
1,4-bis(2-aminoethyl)piperazine is a symmetrical diamine featuring a central piperazine ring—a six-membered saturated heterocycle with two nitrogen atoms—flanked by two aminoethyl arms at the 1- and 4-positions. This design creates a molecule with four nitrogen atoms: two tertiary amines locked within the rigid piperazine core, and two terminal primary amines attached via flexible ethyl spacers. The rigid piperazine scaffold provides a stable, hydrophilic structural center, while the extended ethylamine arms offer conformational flexibility and nucleophilic reactivity. With a predicted pKa of approximately 10.41 for the primary amine groups, 1,4-bis(2-aminoethyl)piperazine exists predominantly in its protonated, cationic form at physiological pH. This unique combination of a dual-tertiary amine core and twin primary amine termini gives the molecule the character of a branched polyamine and a versatile cross-linking building block for the construction of complex molecular architectures.

1,4-bis(2-aminoethyl)piperazine is a high-purity chemical intermediate and research reagent widely employed as a building block in medicinal chemistry, polymer science, and materials research. In drug discovery, 1,4-bis(2-aminoethyl)piperazine serves as a critical precursor, with its primary amine groups enabling facile conjugation to pharmacophores—a strategy employed in the synthesis of bis-thiazolone derivatives as CDC25 phosphatase inhibitors and bisnaphthalimides as DNA topoisomerase II inhibitors . Beyond pharmaceuticals, 1,4-bis(2-aminoethyl)piperazine functions as an effective amine cross-linker or chain extender in the production of epoxy curing agents and polyurea coatings, where its tetra-functionality creates high-density polymer networks. Supplied as a low-melting solid at ambient temperature with storage under inert gas, 1,4-bis(2-aminoethyl)piperazine offers the purity and stability essential for reproducible synthetic transformations across research and process development scales.


Product Parameters

Parameter

Specification

Product Name

1,4-bis(2-aminoethyl)piperazine

CAS Number

6531-38-0

Molecular Formula

C8H20N4 

Molecular Weight

172.27 g/mol 

Purity

≥95% (typical) 

Physical Form

Solid (low-melting)

Melting Point

40 °C

Boiling Point

130 °C (at 12 Torr); 302.2 °C at 760 mmHg (estimated) 

Density

0.9675 g/cm³ (Temp: 25 °C)

pKa

10.41 ± 0.10 (Predicted)

Storage Condition

Under inert gas (nitrogen or argon) at 2–8°C, protected from light 


Safety Information

Category

Information

GHS Classification

Skin Corrosion/Irritation Category 1 (H314) 

Signal Word

Danger 

Hazard Statements

Causes severe skin burns and eye damage. Causes burns.Risk of serious damage to eyes. 

Precautionary Statements

Wear protective gloves/protective clothing/eye protection/face protection.  IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses if present. Immediately call a POISON CENTER/doctor. 

Transport Information

UN 1760 (Corrosive liquid, n.o.s.), Class 8, PG II 

GHS Pictograms

GHS05 (Corrosion) 


Safety & Handling – What You Need to Know

This compound carries multiple hazard classifications:

Hazard Category

Classification

Eye irritation

Category 2 (causes serious eye irritation)

Skin irritation

Category 2 (causes skin irritation)

Skin sensitization

Category 1 (may cause allergic skin reaction)

STOT-SE

Category 3 (may cause respiratory irritation)

Storage class

11 – Combustible solid


Required Protective Measures:

● Eyes: Safety goggles (mandatory).

● Skin: Chemical-resistant gloves (nitrile). If you have a history of skin allergies, take extra precautions due to skin sensitizer classification.

● Respiratory: Use in a fume hood. Avoid breathing dust.

● First aid:

1. Eye contact – rinse with water for 15 min (S26).

2. Skin contact – wash with soap and water. If rash or irritation develops, seek medical advice (skin sensitizer).

3. Inhalation – move to fresh air.

● Storage: Keep container tightly sealed in a dry place at room temperature. Store away from ignition sources (combustible solid). Avoid contact with strong mineral acids (releases irritating free monoester).

● Disposal: Collect as chemical waste. WGK 1 indicates low water hazard, but best practice is not to flush down drains.


Synthetic Route

The industrial synthesis of 1,4-bis(2-aminoethyl)piperazine commonly proceeds via the alkylation of piperazine. A standard method involves reacting piperazine with ethylene oxide or ethylene dichloride under controlled temperature and pressure . Alternatively, the reaction of piperazine with aziridine or a protected 2-bromoethylamine equivalent can yield the desired bis-adduct. These processes typically target symmetrical N,N'-disubstitution and are followed by distillation or recrystallization to achieve high purity. Cosperpharm employs optimized, scalable routes with rigorous purification to ensure minimal contamination by mono-substituted byproducts or piperazine oligomers.


Contact Us

Your next breakthrough in anticancer research, polymer innovation, or materials chemistry can begin with a reliable source of 1,4-bis(2-aminoethyl)piperazine. Connect with Cosperpharm to explore how we can support your project with high-quality specialty amines.


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