4-(4-aminophenoxy)aniline

C12H12N2O

CAS101-80-4
GHS08 Gefahrensymbol: Gesundheitsgefahr – Gesundheitsgefahr
GHS06 Gefahrensymbol: Giftig – Totenkopf mit Knochen
GHS09 Gefahrensymbol: Umweltgefährlich – Umwelt
Danger

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Identification

CAS Number
101-80-4
EC Number
202-977-0
UN Number
2811
Index Number
612-199-00-7
PubChem CID
7579

Physical-chemical properties

Molecular Formula
C12H12N2O
Molar Mass
200.24 g/mol
IUPAC Name
4-(4-aminophenoxy)aniline

Chemical Identifiers

InChI
InChI=1S/C12H12N2O/c13-9-1-5-11(6-2-9)15-12-7-3-10(14)4-8-12/h1-8H,13-14H2
InChI Key
HLBLWEWZXPIGSM-UHFFFAOYSA-N

Overview

4-(4-aminophenoxy)aniline (CAS 101-80-4) is an aromatic diamine compound with dual amino functionality and ether linkage properties. This organic intermediate, also known by its EC number 202-977-0, features a molecular formula of C12H12N2O and molecular weight of 200.24 g/mol, making it a valuable building block in various chemical synthesis applications. The compound belongs to the family of diphenyl ether derivatives and shares structural similarities with other aromatic amines such as N-methylaniline, though it exhibits distinct reactivity patterns due to its dual amino groups positioned on separate benzene rings connected via an ether bridge. This unique structure provides enhanced versatility in polymerization reactions and chemical modifications compared to simpler aromatic amines. Safety considerations are paramount when handling this substance, as it carries significant health hazards including carcinogenic (Category 1B), mutagenic (Category 1B), and reproductive toxicity (Category 2) classifications. The compound also presents acute toxicity risks and aquatic chronic toxicity concerns, requiring strict adherence to safety protocols and appropriate personal protective equipment during handling and storage. Primary industrial applications include its use as an intermediate in polymer synthesis, particularly in the production of high-performance polyimides and polyamides where its dual functionality enables cross-linking capabilities. The compound also serves as a precursor in the manufacture of specialty dyes and pigments, where its aromatic structure contributes to color stability and intensity. Additionally, it finds application in the development of advanced composite materials for aerospace and electronics industries. OYSI maintains reliable supply chains for 4-(4-aminophenoxy)aniline, ensuring consistent availability for European industrial customers requiring this specialized chemical intermediate.

Safety & Classification

Danger
Classification:

Carc. 1B; Muta. 1B; Repr. 2; Acute Tox. 3 *; Acute Tox. 3 *; Acute Tox. 3 *; Aquatic Chronic 2

HHazard Statements (H-Statements)

Describe the nature and severity of the hazard

H350

May cause cancer.

H340

May cause genetic defects.

H331

Toxic if inhaled.

H311

Toxic in contact with skin.

H301

Toxic if swallowed.

H411

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

Inhalation

Toxic

Measures if vapours or dust are inhaled

First Aid Actions

  • +P304IF INHALED:
  • +P340Remove person to fresh air and keep comfortable for breathing.
  • +P311Call a POISON CENTER/doctor.

Related hazard statements:

Skin Contact

Toxic

Measures if substance contacts the skin

First Aid Actions

  • +P302IF ON SKIN:
  • +P352Wash with plenty of water.
  • +P361Take off immediately all contaminated clothing.
  • +P313Get medical advice/attention.

Related hazard statements:

Ingestion

Toxic

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 Number2811
ADR Class6.1
Packing GroupIII
Tunnel CodeE
Proper Shipping Name4,4'-Oxydianilin
Marine PollutantNo

Frequently Asked Questions

What is 4-(4-aminophenoxy)aniline?

4-(4-aminophenoxy)aniline is an aromatic amine compound with the chemical formula C12H12N2O and molecular weight of 200.24 g/mol. This organic chemical features two aniline groups connected by an oxygen bridge, making it a diphenyl ether derivative. It is classified as a hazardous substance with carcinogenic, mutagenic, and reproductive toxicity properties, requiring careful handling and specialized safety measures in industrial applications.

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

4-(4-aminophenoxy)aniline is typically a crystalline solid at room temperature with a molecular formula of C12H12N2O. As an aromatic amine compound, it generally exhibits limited water solubility but dissolves in organic solvents. The presence of amino groups makes it susceptible to oxidation and discoloration when exposed to air and light. Its exact melting point, boiling point, and specific solubility data should be confirmed through technical specifications.

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

4-(4-aminophenoxy)aniline serves primarily as an intermediate in chemical synthesis, particularly in the production of dyes, pigments, and polymer materials. It is commonly used in the manufacture of aromatic polyimides and other high-performance polymers due to its bifunctional amine structure. The compound also finds applications in pharmaceutical intermediates and specialty chemical production, though its carcinogenic classification limits its use to controlled industrial environments with appropriate safety measures.

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

4-(4-aminophenoxy)aniline requires strict safety protocols due to its carcinogenic and mutagenic properties. Personal protective equipment must include chemical-resistant gloves, safety goggles, and respiratory protection. Work should be conducted in well-ventilated areas or under fume hoods to prevent inhalation exposure. Given its acute toxicity classification, avoid skin contact and ingestion. All handling procedures should follow occupational safety guidelines for Category 1B carcinogens and mutagenic substances.

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

4-(4-aminophenoxy)aniline must be stored in a cool, dry, well-ventilated area away from heat sources and direct sunlight. The storage area should be secured and restricted to authorized personnel only due to its hazardous classification. Keep containers tightly sealed to prevent contamination and oxidation. Avoid storage near incompatible materials such as strong oxidizing agents. Temperature-controlled storage may be necessary to maintain product stability and prevent degradation of this aromatic amine compound.

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

Immediate action is required upon contact with 4-(4-aminophenoxy)aniline due to its acute toxicity. 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 and seek medical attention. In case of eye contact, rinse with clean water for 15 minutes. For ingestion, do not induce vomiting and seek immediate medical care. Always consult safety data sheets for specific first aid procedures.

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

4-(4-aminophenoxy)aniline disposal must comply with local and international hazardous waste regulations due to its carcinogenic properties. The substance cannot be disposed of in regular waste streams and requires treatment by licensed hazardous waste disposal facilities. Incineration at high temperatures under controlled conditions is typically the preferred method. All disposal activities must be documented and reported according to regulatory requirements. Consult local environmental authorities for specific disposal guidelines and approved facilities.

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

4-(4-aminophenoxy)aniline is classified under ADR Class 6.1 (toxic substances), Packing Group III for transportation purposes. This classification requires specific packaging, labeling, and documentation according to dangerous goods regulations. Transport vehicles must carry appropriate safety equipment and emergency response information. Drivers require hazardous materials transportation certification. Proper shipping names, UN numbers, and hazard labels must be clearly displayed. All transport activities must comply with international dangerous goods transportation regulations.

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

4-(4-aminophenoxy)aniline is subject to stringent regulatory oversight under REACH regulation due to its hazardous properties. The substance falls under CLP classification as Category 1B carcinogen and mutagen, requiring specific labeling and safety data sheets. While not currently listed as an SVHC, its carcinogenic properties subject it to workplace exposure limits and occupational health regulations. Manufacturing and import activities require appropriate registrations and safety assessments under European chemical legislation.

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

4-(4-aminophenoxy)aniline is available through OYSI, a specialized European distributor of technical chemicals. As a hazardous substance requiring expert handling, OYSI provides professional support including safety documentation, regulatory compliance guidance, and technical specifications. Our European distribution network ensures reliable supply while maintaining strict safety and quality standards. Contact OYSI for availability, technical data sheets, and regulatory documentation required for this controlled chemical substance.

Data Sources

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