4-(4-aminophenyl)aniline

C12H12N2

CAS92-87-5
GHS08 Gefahrensymbol: Gesundheitsgefahr – Gesundheitsgefahr
GHS07 Gefahrensymbol: Gesundheitsschädlich/Reizend – Ausrufezeichen
GHS09 Gefahrensymbol: Umweltgefährlich – Umwelt
Danger

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Identification

CAS Number
92-87-5
EC Number
202-199-1
UN Number
1885
Index Number
612-042-00-2
PubChem CID
7111

Physical-chemical properties

Molecular Formula
C12H12N2
Molar Mass
184.24 g/mol
IUPAC Name
4-(4-aminophenyl)aniline

Chemical Identifiers

InChI
InChI=1S/C12H12N2/c13-11-5-1-9(2-6-11)10-3-7-12(14)8-4-10/h1-8H,13-14H2
InChI Key
HFACYLZERDEVSX-UHFFFAOYSA-N

Overview

4-(4-aminophenyl)aniline (CAS 92-87-5) is an aromatic diamine compound with two amino-substituted benzene rings connected directly. This organic chemical intermediate, also known by its EC number 202-199-1, belongs to the biphenyl amine family and serves as a crucial building block in various industrial synthesis processes. With a molecular formula of C12H12N2 and molecular weight of 184.24 g/mol, this compound features two primary amine groups positioned para to the biphenyl bridge, making it highly reactive for further chemical transformations. The substance requires careful handling due to its significant hazard profile, classified as Category 1A carcinogen with acute toxicity properties. Safety protocols must address the GHS08 health hazard, GHS07 harmful, and GHS09 environmental pictograms, while transportation follows ADR Class 6.1 toxic substances regulations. The "Danger" signal word reflects the serious health risks associated with exposure, particularly its carcinogenic potential and acute toxicity effects. Industrial applications primarily focus on polymer chemistry, where 4-(4-aminophenyl)aniline functions as a monomer for high-performance polyimides and aramid fibers. The aerospace and electronics industries utilize derivatives for heat-resistant materials and specialty coatings. Additionally, it serves as an intermediate in dye synthesis and pharmaceutical research, often processed alongside related compounds such as 4-[(4-aminophenyl)methyl]aniline for specialized applications. The compound's dual amino functionality makes it particularly valuable for crosslinking reactions and chain extension processes in advanced materials manufacturing. Its structural similarity to other biphenyl derivatives enables versatile synthetic pathways for custom polymer architectures. OYSI maintains reliable supply chains for 4-(4-aminophenyl)aniline, ensuring consistent availability for European industrial customers requiring this specialized chemical intermediate.

Safety & Classification

Danger
Classification:

Carc. 1A; Acute Tox. 4 *; Aquatic Acute 1; Aquatic Chronic 1

HHazard Statements (H-Statements)

Describe the nature and severity of the hazard

H350

May cause cancer.

H302

Harmful if swallowed.

H400

Very toxic to aquatic life.

H410

Very toxic to aquatic life with long lasting effects.

Classification according to CLP Regulation (EC) No 1272/2008. The complete list of hazard and precautionary statements can be found in the Safety Data Sheet (SDS).

First Aid Measures

Ingestion

Harmful

Measures if substance is accidentally swallowed

First Aid Actions

  • +P301IF SWALLOWED:
  • +P330Rinse mouth.
  • +P331Do NOT induce vomiting.
  • +P310Immediately call a POISON CENTER/doctor.

Related hazard statements:

General Measures

Emergency 112 | Poison Control: +49 30 19240 (DE), +33 1 45 42 59 59 (FR), +31 30 274 88 88 (NL)

First aid measures are based on CLP classification and associated P-statements. They do not replace the Safety Data Sheet (SDS). In case of emergency, always consult the full SDS and a physician.

Transport (ADR)

UN Number1885
ADR Class6.1
Packing GroupII
Tunnel CodeD/E
Proper Shipping NameBenzidin, fest
Marine PollutantNo

Frequently Asked Questions

What is 4-(4-aminophenyl)aniline?

4-(4-aminophenyl)aniline is an aromatic diamine compound with the molecular formula C12H12N2 and CAS number 92-87-5. This chemical substance has a molecular weight of 184.24 g/mol and belongs to the class of biphenyl derivatives containing two amino groups. It is classified as a Category 1A carcinogen and poses significant health and environmental hazards, requiring careful handling and safety measures in industrial applications.

What are the physicochemical properties of 4-(4-aminophenyl)aniline?

4-(4-aminophenyl)aniline typically appears as a crystalline solid at room temperature with aromatic amine characteristics. The compound contains two amino groups attached to a biphenyl structure, making it polar and potentially soluble in polar solvents. Its molecular structure (C12H12N2) suggests stability under normal conditions, though specific physical parameters like melting point and solubility depend on purity and environmental conditions.

What is 4-(4-aminophenyl)aniline used for?

4-(4-aminophenyl)aniline is primarily used as an intermediate in chemical synthesis and manufacturing processes. Its diamine structure makes it valuable for producing polymers, dyes, and other aromatic compounds. The substance serves as a building block in pharmaceutical and chemical industries, particularly in research and development applications. However, its carcinogenic classification severely restricts its use and requires strict safety protocols.

How to handle 4-(4-aminophenyl)aniline safely?

4-(4-aminophenyl)aniline requires maximum safety precautions due to its carcinogenic and toxic properties. Personnel must wear full protective equipment including chemical-resistant gloves, protective clothing, and respiratory protection. Work should be conducted in well-ventilated areas or under fume hoods. Avoid skin contact, inhalation, and ingestion. Emergency washing facilities must be readily available, and only trained personnel should handle this substance.

How to store 4-(4-aminophenyl)aniline correctly?

4-(4-aminophenyl)aniline must be stored in tightly sealed containers in a cool, dry, well-ventilated area away from heat sources and incompatible materials. Storage areas should be secure and accessible only to authorized personnel due to the carcinogenic nature. Containers must be properly labeled with hazard warnings and stored separately from oxidizing agents, acids, and food products to prevent contamination and reactions.

What to do in case of contact with 4-(4-aminophenyl)aniline?

Immediate action is required for any contact with 4-(4-aminophenyl)aniline. For skin contact, remove contaminated clothing and wash thoroughly with soap and water for at least 15 minutes. If inhaled, move to fresh air immediately. For eye contact, flush with clean water for 15 minutes. Seek immediate medical attention in all cases and inform medical personnel about the carcinogenic nature of the substance.

How to dispose of 4-(4-aminophenyl)aniline appropriately?

4-(4-aminophenyl)aniline disposal must comply with strict hazardous waste regulations due to its carcinogenic and environmental hazard classification. The substance cannot be disposed of in regular waste streams and requires specialized hazardous waste treatment. Contact licensed waste disposal companies for proper handling and destruction. All contaminated materials, containers, and protective equipment must also be treated as hazardous waste requiring professional disposal services.

How to transport 4-(4-aminophenyl)aniline?

4-(4-aminophenyl)aniline is classified under ADR Class 6.1 (toxic substances) Packing Group II, indicating significant transport hazards. Shipments require proper dangerous goods packaging, labeling with GHS08, GHS07, and GHS09 pictograms, and appropriate shipping documentation. Carriers must be certified for dangerous goods transport, and vehicles must display proper hazard placards. Temperature control and secure handling throughout the transport chain are essential.

Is 4-(4-aminophenyl)aniline subject to specific regulations?

4-(4-aminophenyl)aniline is subject to extensive European chemical regulations including REACH registration requirements and CLP classification as Carcinogen 1A. The substance requires safety data sheets, exposure scenarios, and risk management measures. Its carcinogenic classification may trigger additional workplace safety regulations and potential use restrictions. Companies must implement appropriate risk management measures and comply with occupational exposure limits where established.

Where to buy 4-(4-aminophenyl)aniline in Europe?

4-(4-aminophenyl)aniline is available through specialized chemical distributors in Europe, including OYSI, which supplies industrial chemicals to European markets. Due to the substance's hazardous nature and regulatory requirements, purchases are typically restricted to qualified industrial users with appropriate safety infrastructure. Suppliers must verify customer qualifications and intended use before providing this carcinogenic substance. Contact OYSI for availability and regulatory compliance support.

Data Sources

Classification per CLP Regulation (EC) No 1272/2008. Data from ECHA and PubChem.