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 groups attached to a biphenyl structure. This organic chemical compound, also known by its IUPAC name 4-(4-aminophenyl)aniline, represents a significant intermediate in various industrial chemical processes. With the molecular formula C12H12N2 and a molecular weight of 184.24 g/mol, this biphenyl diamine features two amino functional groups positioned para to each other on separate benzene rings connected by a single bond. The compound's structure makes it particularly valuable in polymer chemistry and dye manufacturing applications. From a safety perspective, 4-(4-aminophenyl)aniline requires careful handling due to its classification as a Category 1A carcinogen under the GHS system. The substance carries the signal word "Danger" and displays multiple hazard pictogrammes including GHS08 (health hazard), GHS07 (harmful), and GHS09 (environmental hazard). Its classification includes acute toxicity Category 4, along with both acute and chronic aquatic toxicity. Transportation falls under ADR Class 6.1, reflecting its toxic properties. Industrial applications of this aromatic diamine primarily focus on polymer synthesis and dye intermediate production. The compound serves as a crucial building block in the manufacture of high-performance polymers, particularly aromatic polyamides and polyimides used in aerospace and electronics industries. Additionally, it functions as an intermediate in the production of specialized dyes and pigments. Related compounds in this chemical family include acetic acid;4-(4-aminophenyl)aniline and 4-[(4-aminophenyl)methyl]aniline, which share similar structural characteristics and applications. OYSI maintains reliable supply chains for 4-(4-aminophenyl)aniline to support European industrial customers requiring this specialized aromatic diamine for their manufacturing processes.

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 biphenyl amine family. It is classified as a Category 1A carcinogen and poses significant health and environmental hazards, requiring careful handling and specialized 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 a characteristic amine odor. As an aromatic diamine compound, it exhibits limited solubility in water but dissolves readily in organic solvents such as alcohols and acetone. The compound contains two amino groups that make it reactive toward electrophilic substitution reactions and suitable for polymerization processes.

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

4-(4-aminophenyl)aniline serves primarily as an intermediate in the production of high-performance polymers, particularly polyimides and polyamides. It is utilized in the manufacture of specialty plastics, advanced composite materials, and heat-resistant coatings. The compound also finds applications in the synthesis of dyes, pigments, and other aromatic compounds in the chemical industry, where its dual amino functionality provides valuable reactivity.

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

4-(4-aminophenyl)aniline requires strict safety protocols due to its carcinogenic properties (Carc. 1A classification). Personnel must wear full personal protective equipment including chemical-resistant gloves, protective clothing, eye protection, and respiratory protection. Work should be conducted in well-ventilated areas or under fume hoods. Avoid skin contact, inhalation, and ingestion. Regular health monitoring of exposed workers is essential due to the substance's carcinogenic potential.

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 direct sunlight and heat sources. Storage areas should be secured and accessible only to authorized personnel due to the carcinogenic nature of the substance. Keep away from oxidizing agents and strong acids. The storage facility should comply with local regulations for carcinogenic substances and include appropriate containment measures.

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

Immediate action is required upon contact with 4-(4-aminophenyl)aniline. For skin contact, remove contaminated clothing and wash affected area thoroughly with soap and water for at least 15 minutes. In case of eye contact, flush with clean water for 15 minutes. If inhaled, move to fresh air immediately. For ingestion, do not induce vomiting and seek immediate medical attention. Always consult a physician and provide the safety data sheet.

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

4-(4-aminophenyl)aniline must be disposed of as hazardous waste through licensed waste management facilities specialized in handling carcinogenic materials. The substance cannot be disposed of via regular waste streams due to its classification as Carc. 1A and aquatic toxicity. Disposal must comply with local, national, and EU waste regulations. Incineration at high temperatures in approved facilities is typically the preferred disposal method for this type of hazardous chemical.

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

4-(4-aminophenyl)aniline is classified under ADR Class 6.1 (toxic substances), Packing Group II, requiring specialized transport procedures. The substance must be packaged in UN-approved containers with appropriate labeling including GHS08, GHS07, and GHS09 pictograms. Transport vehicles must carry proper documentation, emergency response information, and drivers require ADR certification. Shipments must comply with dangerous goods regulations for toxic substances throughout the European transport network.

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

4-(4-aminophenyl)aniline is subject to strict European regulations under REACH and CLP due to its carcinogenic classification (Carc. 1A). The substance requires safety data sheets, hazard labeling with danger signal word, and compliance with occupational exposure limits. Special authorization may be required for certain uses, and employers must implement rigorous risk management measures. Import, manufacturing, and use are regulated under EU chemical safety legislation.

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

4-(4-aminophenyl)aniline is available through OYSI, a specialized European distributor of technical chemicals. As a regulated carcinogenic substance, procurement requires proper documentation, including end-use declarations and compliance with REACH requirements. OYSI ensures full regulatory compliance and provides comprehensive safety documentation with all shipments. Contact OYSI's technical team for availability, specifications, and regulatory guidance for your specific application requirements.

Data Sources

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