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Piperazine, Diazacyclohexane, Hexahydropyrazine, Diethylenediamine, 110-85-0

Piperazine, Diazacyclohexane, Hexahydropyrazine, Diethylenediamine, 110-85-0

Product Name: Piperazine
Chemical Name: Piperazine
CAS No: 110-85-0
EC No (EINECS): 203-808-3
Chemical Formula: C₄H₁₀N₂
Molecular Weight: 86.14 g/mol
REACH Status: Registered

1. PRODUCT DESCRIPTION AND CHEMICAL IDENTITY

Parameter Description
Chemical Name (IUPAC) Piperazine
Other Names Piperazine, 1,4-Diazacyclohexane, Hexahydropyrazine, Diethylenediamine
CAS Number 110-85-0
EC Number (EINECS) 203-808-3
Molecular Formula C₄H₁₀N₂
Molecular Weight 86.14 g/mol
Chemical Class Cyclic diamine, secondary amine
Appearance White crystalline solid
Odor Mild amine-like
Taste Not determined as technical product
REACH Status Registered

CHEMICAL STRUCTURE AND DESCRIPTION:

Piperazine is a cyclic diamine containing two secondary amine (-NH-) groups in a six-membered ring structure. Its structure is also described as 1,4-diazacyclohexane. This structure gives piperazine strong basic character and high reactivity.

Structural Formula (Open Structure):

NH
/
CH₂ CH₂
| |
CH₂ CH₂
\ /
NH

(1,4-Diazacyclohexane)

These structural features:

Give piperazine two reactive secondary amine groups.

Make it a key building block in the synthesis of pharmaceutical active ingredients.

Allow its use as a crosslinker in polymer, resin, and epoxy systems.

Enable it to act as a corrosion inhibitor and chelating agent.

Piperazine is widely used in the pharmaceutical field for the production of antiparasitic drugs, in the chemical industry as a polymer intermediate, corrosion inhibitor, resin and epoxy hardener, and as an intermediate in various organic syntheses.

2. PHYSICAL AND CHEMICAL PROPERTIES

Property Value
Molecular Formula C₄H₁₀N₂
Molecular Weight 86.14 g/mol
Appearance White crystalline solid
Odor Mild amine-like
Density (20 °C) 1.06 g/cm³
Melting Point 104–108 °C
Boiling Point 146 °C (under pressure)
Flash Point ~65 °C (closed cup, typical)
Vapor Pressure Low
Solubility Completely miscible with water; soluble in alcohol and ether
Stability Stable under recommended storage conditions
pH (aqueous solution) Strongly basic (pH > 10)
Volatility Low
Hygroscopicity May absorb moisture; store in dry conditions

Piperazine is a white crystalline solid. Its melting point is 104–108 °C, boiling point 146 °C (under pressure). Its density is 1.06 g/cm³ (20 °C), flash point ~65 °C. Its vapor pressure is low. It is completely miscible with water; soluble in alcohol and ether. It exhibits strong basic character.

3. SOLUBILITY PROFILE

Solvent Solubility Conditions
Water Completely miscible 20 °C
Methanol Soluble -
Ethanol Soluble -
Isopropanol Soluble -
Acetone Soluble -
Ether Soluble -
Chloroform Soluble -
Hexane Insoluble -
Toluene Limited / partially soluble -
Glycols Soluble -

Piperazine is readily soluble in polar solvents. It is completely miscible with water. It is insoluble in aliphatic hydrocarbons.

4. CHEMICAL PROPERTIES AND REACTIONS

Property Description
Chemical Class Cyclic diamine, secondary amine
Reactivity Epoxy ring opening, amidation, urethane formation, chelation, alkylation
Basicity Strongly basic
Hydrolytic Stability High
Thermal Stability Good
Oxidation Resistance Moderate; tendency to yellow in air
Polymerization Does not undergo hazardous spontaneous polymerization
Compatibility Epoxy resins, acids, anhydrides, isocyanates, metal ions
Substances to Avoid Strong oxidizing agents, strong acids, carbon dioxide
Hazardous Decomposition Products Nitrogen oxides (NOx), carbon monoxide (CO), carbon dioxide (CO₂), ammonia

Thanks to its two secondary amine groups, piperazine undergoes crosslinking reactions with epoxy resins. It forms salts with acids, amides with anhydrides, and urethanes with isocyanates. It forms chelate complexes with metal ions. Due to its strongly basic character, it undergoes neutralization reactions in acidic media.

5. SPECIFICATIONS (TECHNICAL/INDUSTRIAL GRADE)

Parameter Specification
Purity (GC) ≥ 99.0%
Appearance White crystalline solid
Color (Pt-Co) ≤ 20 Hazen
Water Content ≤ 0.5%
Acid Value ≤ 0.1 mg KOH/g
Melting Range 104–108 °C
Boiling Point 146 °C (under pressure)
Flash Point ≥ 65 °C
Heavy Metals ≤ 10 ppm
Ash ≤ 0.05%
Shelf Life 24 months (under proper storage)

Piperazine is produced in technical grade with high purity. In industrial applications, batch-to-batch consistency, color stability, and low impurity content are important.

6. APPLICATIONS AND INDUSTRIAL USES

6.1. Pharmaceutical Applications

Application Description
Antiparasitic Drugs Used in the production of drugs for helminth treatment
Drug Intermediate In the synthesis of various pharmaceutical active ingredients
Salt Forms Piperazine salts (citrate, adipate) are used as drugs
Veterinary Drugs In animal parasite treatments

Piperazine is widely used in the pharmaceutical industry for the production of antiparasitic drugs.

6.2. Chemical Industry

Application Description
Polymer Intermediate In polyamide, polyurethane, and epoxy production
Resin Hardener Curing agent in epoxy resins
Corrosion Inhibitor Protective film on metal surfaces
Chelating Agent Binds metal ions
Organic Synthesis Intermediate in various chemical reactions

Piperazine is used in the chemical industry as a polymer intermediate, resin hardener, corrosion inhibitor, and intermediate in organic syntheses.

6.3. Corrosion Inhibitors

Application Description
Metal Protection Prevents corrosion on iron and steel surfaces
Oil and Gas Corrosion inhibitor in pipelines
Cooling Systems Corrosion control
Automotive Antifreeze and cooling fluids

Piperazine prevents corrosion by forming a protective film on metal surfaces.

6.4. Resin and Epoxy Hardeners

Application Description
Epoxy Hardener Provides room temperature curing
Adhesives High adhesion strength
Coatings Chemical resistance and hardness
Composites Mechanical strength and thermal stability

Piperazine is used as a hardener for epoxy resins.

6.5. Other Applications

Application Description
Surfactants Cationic surfactant synthesis
Ion Exchangers Anion exchange resins
Textiles Softener and dye auxiliary
Agriculture Pesticide intermediate

7. STRUCTURAL AND FUNCTIONAL PROPERTIES

Property Description
Structural Class Cyclic diamine, secondary amine
Functional Groups Two secondary amines (-NH-)
Basicity Strongly basic
Chelation Strong metal binding
Epoxy Reactivity High
Evaporation Profile Low
Water Miscibility Completely miscible
Polarity High polarity

The two secondary amine groups of piperazine give it high reactivity and versatile functionality.

8. INDUSTRIAL PROCESSES AND TECHNICAL APPLICATIONS

Application Description
Epoxy Curing Room temperature crosslinking
Amidation Amide formation with acids
Urethane Formation Reaction with isocyanates
Chelation Metal ion binding
Neutralization Salt formation in acidic media
Corrosion Inhibition Protective film on metal surfaces

9. SAFETY AND TOXICOLOGY

Parameter Value
GHS Classification Acute Tox. 4 (H302), Skin Corr. 1B (H314), Eye Dam. 1 (H318), Skin Sens. 1 (H317)
Oral LD50 (Rat) ~1900 mg/kg
Dermal LD50 (Rabbit) > 2000 mg/kg
Skin Irritation Causes severe skin burns (H314)
Eye Irritation Causes serious eye damage (H318)
Respiratory Irritation Vapor/dust inhalation may irritate the respiratory tract
Skin Sensitization May cause an allergic skin reaction (H317)
Mutagenicity Not classified
Carcinogenicity Not classified
Bioaccumulation Not likely
WGK Germany 2 (hazardous to water)

Piperazine is a corrosive and toxic chemical. It causes severe burns on contact with skin and eyes. It may cause allergic skin reactions. It may have harmful effects on aquatic life. Appropriate PPE must be used in industrial handling.

10. TRANSPORT INFORMATION

Parameter Information
UN Number UN 2579
Hazard Class 8 (Corrosive substances)
Packing Group III
Proper Shipping Name Piperazine
Marine Pollutant No
ADR/RID Label Class 8
Transport Regulations Must be transported in accordance with ADR/RID/IMDG/IATA rules

Piperazine is classified as a corrosive solid. Transport must comply with ADR/RID/IMDG/IATA regulations.

11. REGULATORY INFORMATION

Region Status
EU REACH registered
USA (TSCA) Listed
EINECS 203-808-3
Turkey (KKDİK) Should be evaluated within compliance and registration requirements
Food Contact Not suitable for technical grade
Hazardous Substance Yes (corrosive, toxic)

12. STORAGE AND HANDLING

Parameter Information
Storage Conditions Store in a cool, dry, well-ventilated area
Temperature 15–25 °C
Container Requirements Closed containers, away from moisture and heat sources
Moisture Control Dry environment to prevent moisture absorption
Substances to Avoid Strong oxidizing agents, strong acids, carbon dioxide
Shelf Life 24 months (under proper storage)
Handling Notes Avoid breathing dust; use PPE
Packaging Options 25 kg bag, 200 kg drum, 1000 kg big bag; custom packaging upon request

Handling Notes:

Avoid breathing dust.

Use appropriate personal protective equipment (gloves, goggles, mask).

Avoid contact with skin and eyes.

Keep away from ignition sources.

13. FIRE-FIGHTING MEASURES

Parameter Information
Fire Hazard Combustible solid; dust cloud may be flammable/explosive
Flash Point ~65 °C (closed cup, typical)
Extinguishing Media Water spray, foam, CO₂, dry chemical powder
Special Hazards Thermal decomposition may release NOx, CO, CO₂, and ammonia
Protective Equipment Self-contained breathing apparatus (SCBA), full protective clothing

Piperazine is a combustible solid. In case of fire, appropriate extinguishing media should be used, and firefighting personnel should wear protective equipment.

14. ACCIDENTAL RELEASE MEASURES

Parameter Information
Personal Protection Respirator, protective goggles, gloves, protective clothing
Ventilation Ventilate the area
Containment Contain the spill
Cleaning Methods Carefully sweep or vacuum; place in suitable disposal container
Environmental Precautions Prevent entry into drains, sewers, and water sources
Waste Disposal Dispose of according to local regulations

In case of a spill, clean up while preventing dust formation. Dispose of waste properly. Prevent environmental release.

15. FIRST AID MEASURES

Exposure Route Action
Inhalation Move to fresh air; seek medical attention if symptoms persist
Skin Contact Wash with plenty of water, remove contaminated clothing, seek medical attention
Eye Contact Rinse with water for at least 15 minutes, seek immediate medical attention
Ingestion Do not induce vomiting; seek immediate medical attention

16. RAW MATERIALS AND BY-PRODUCTS

16.1. Raw Materials (Upstream)

Raw Material Description
Ethanolamine Precursor in piperazine synthesis
Ammonia Used in amination reaction
Dichloroethane Intermediate
Ethylene Oxide Used in ring closure reaction

16.2. By-Products (Downstream)

By-Product Application
Piperazine Salts Pharmaceutical active ingredients
Polyamide Resins Fibers, plastics, adhesives
Epoxy Hardeners Adhesives, coatings
Corrosion Inhibitors Oil, gas, automotive
Chelating Agents Water treatment, agriculture

17. INDUSTRY SUITABILITY AND USE LEVELS

Industry Application Area Example Use Suitability
Pharmaceutical Antiparasitic drugs Helminth treatments High
Chemical Polymer intermediate Polyamide, polyurethane High
Corrosion Inhibitor Pipelines, cooling systems High
Epoxy Hardener Adhesives, coatings High
Water Treatment Chelation Heavy metal removal Suitable
Textiles Softener, dye auxiliary Textile processing Suitable

18. CHEMICAL REACTIONS AND DERIVATIVE CHEMISTRY

Piperazine can undergo many chemical reactions due to its two secondary amine groups:

Reaction Description
Epoxy Ring Opening Crosslinking with epoxy resins
Amidation Amide formation with carboxylic acids
Urethane Formation Polyurethane formation with isocyanates
Chelation Complex formation with metal ions
Neutralization Salt formation with acids
Alkylation N-alkyl piperazine formation with alkyl halides

Piperazine derivatives are widely used in pharmaceutical, polymer, epoxy, and corrosion protection applications.

19. DERIVATIVES AND RELATED COMPOUNDS

Compound Description
Piperazine Citrate Pharmaceutical salt; antiparasitic
Piperazine Adipate Pharmaceutical salt; antiparasitic
N-Aminoethylpiperazine (AEP) Epoxy hardener
Piperazine Derivatives Pharmaceutical intermediates
Polyamide Resins Piperazine-based polymers
Ethylenediamine (EDA) Similar diamine; chemical intermediate

20. SUMMARY AND IMPORTANT PRECAUTIONS

SUMMARY:
Piperazine is a white crystalline solid with the formula C₄H₁₀N₂ and CAS number 110-85-0. It is a cyclic diamine containing two secondary amine groups. It is widely used in the pharmaceutical field for the production of antiparasitic drugs, in the chemical industry as a polymer intermediate, corrosion inhibitor, resin and epoxy hardener, and as an intermediate in various organic syntheses. It exhibits strong basic character. It is completely miscible with water. It is a corrosive and toxic chemical; it causes severe burns to skin and eyes. It may cause allergic skin reactions. It should be stored in a cool, dry, and well-ventilated area in tightly closed containers.

Key Properties:

Property Value
Appearance White crystalline solid
Chemical Formula C₄H₁₀N₂
Molecular Weight 86.14 g/mol
CAS Number 110-85-0
Melting Point 104–108 °C
Boiling Point 146 °C (under pressure)
Density 1.06 g/cm³ (20 °C)
Flash Point ~65 °C (closed cup)
Solubility Completely miscible with water
Chemical Class Cyclic diamine, secondary amine
Primary Use Pharmaceutical, polymer intermediate, corrosion inhibitor

Main Applications:

Industry Applications
Pharmaceutical Antiparasitic drugs, drug intermediates
Chemical Polymer intermediate, resin hardener
Corrosion Corrosion inhibitor
Epoxy Hardener, adhesive, coating
Water Treatment Chelation, heavy metal removal
Textiles Softener, dye auxiliary

Key Safety Points:

TOXIC: Acute Tox. 4 (H302) – harmful if swallowed

CORROSIVE: Skin Corr. 1B (H314) – causes severe skin burns and eye damage

EYE DAMAGE: Eye Dam. 1 (H318) – risk of serious eye damage

SKIN SENSITIZER: Skin Sens. 1 (H317) – allergic skin reaction

STORAGE: 15–25 °C, cool, dry, well-ventilated

PPE RECOMMENDED: Gloves, protective goggles, respirator, protective clothing

INCOMPATIBLE: Strong oxidizing agents, strong acids, carbon dioxide

CRITICAL WARNINGS:

Piperazine is a cyclic diamine containing two secondary amine groups. It shows high reactivity.

It is used in the pharmaceutical field for the production of antiparasitic drugs.

It acts as a crosslinker in polymer, resin, and epoxy systems.

It protects metal surfaces as a corrosion inhibitor.

It exhibits strong basic character; it undergoes neutralization reactions in acidic media.

It is a corrosive and toxic chemical; it causes severe burns to skin and eyes.

It may cause allergic skin reactions; it can cause skin sensitization.

Dust inhalation may irritate the respiratory tract; good ventilation should be provided.

It is a combustible solid; it should be kept away from ignition sources.

It should be stored in tightly closed containers to prevent moisture absorption.

Important Statement: This Technical Data Sheet (TDS) is for informational purposes only. The information provided is based on available data and is believed to be accurate. However, the user is solely responsible for determining the suitability of the product for their own specific applications and for complying with all applicable regulations and safety requirements. For complete safety, use, storage, and regulatory compliance information, always refer to the official Safety Data Sheet (SDS/MSDS) provided by the manufacturer/supplier. Users are obligated to test the product in their own processes and applications. All local, national, and international regulations must be followed when working with Piperazine.

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