4-(4-aminophenoxy)aniline
C12H12N2O
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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 functional groups connected through a phenoxy bridge. This organic intermediate belongs to the class of diphenyl ether diamines and serves as a crucial building block in various chemical synthesis processes. With the molecular formula C12H12N2O and a molecular weight of 200.24 g/mol, this compound features two para-aminophenyl groups linked by an oxygen atom, creating a symmetrical structure that imparts unique reactivity characteristics. The presence of two primary amino groups makes it particularly valuable for polymerization reactions and as a curing agent in specialized applications. From a safety perspective, 4-(4-aminophenoxy)aniline requires careful handling due to its classification as a Category 1B carcinogen and mutagen, along with Category 2 reproductive toxicity concerns. The compound also presents acute toxicity risks and environmental hazards, necessitating appropriate containment measures and personal protective equipment during use. Its ADR classification as Class 6.1 reflects these toxic properties and influences transportation requirements. The compound finds primary application in the production of high-performance polymers, particularly polyimides and polyamides used in aerospace and electronics industries. It also serves as an intermediate in the synthesis of specialty dyes and pigments, where its aromatic structure contributes to color stability and performance. Additionally, it functions as a curing agent for epoxy resins in demanding applications requiring exceptional thermal and chemical resistance. Unlike simpler aromatic amines such as N-methylaniline, this diamine offers enhanced cross-linking capabilities due to its bifunctional nature. OYSI maintains reliable supply chains for 4-(4-aminophenoxy)aniline to support European industrial customers requiring consistent quality and technical support.
Safety & Classification
Carc. 1B; Muta. 1B; Repr. 2; Acute Tox. 3 *; Acute Tox. 3 *; Acute Tox. 3 *; Aquatic Chronic 2
GHS Pictograms
HHazard Statements (H-Statements)
Describe the nature and severity of the hazard
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
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
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
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 Number | 2811 |
| ADR Class | 6.1 |
| Packing Group | III |
| Tunnel Code | E |
| Proper Shipping Name | 4,4'-Oxydianilin |
| Marine Pollutant | No |
Frequently Asked Questions
What is 4-(4-aminophenoxy)aniline?
4-(4-aminophenoxy)aniline is an aromatic organic compound with the molecular formula C12H12N2O and CAS number 101-80-4. This chemical belongs to the family of aminophenyl compounds and features two aniline groups connected by an oxygen bridge. With a molecular weight of 200.24 g/mol, it is classified as a highly hazardous substance with carcinogenic, mutagenic, and reproductive toxicity properties, requiring strict handling protocols in industrial applications.
What are the physicochemical properties of 4-(4-aminophenoxy)aniline?
4-(4-aminophenoxy)aniline typically appears as a solid crystalline material at room temperature due to its aromatic structure and hydrogen bonding capabilities. The compound contains amino groups that can participate in hydrogen bonding, affecting its solubility properties. As an aromatic amine, it may exhibit limited water solubility but better solubility in organic solvents. The presence of both amino and ether functional groups influences its chemical reactivity and physical characteristics.
What is 4-(4-aminophenoxy)aniline used for?
4-(4-aminophenoxy)aniline is primarily used as an intermediate in the synthesis of dyes, pigments, and polymers in the chemical industry. It serves as a building block for producing various aromatic compounds and can be utilized in the manufacture of specialty chemicals. Due to its amino functional groups, it may also be employed in the production of pharmaceutical intermediates and advanced materials. However, its use is strictly regulated due to its hazardous classification.
How to handle 4-(4-aminophenoxy)aniline safely?
4-(4-aminophenoxy)aniline requires extreme caution during handling due to its carcinogenic and mutagenic properties. Essential personal protective equipment includes chemical-resistant gloves, protective clothing, eye protection, and respiratory protection when necessary. Work should be conducted in well-ventilated areas or under fume hoods to prevent inhalation exposure. All handling procedures must follow strict safety protocols, and workers should be trained on the specific hazards associated with this substance before use.
How to store 4-(4-aminophenoxy)aniline correctly?
4-(4-aminophenoxy)aniline should be stored in a cool, dry, well-ventilated area away from sources of ignition and incompatible materials. The storage area must be secure and accessible only to trained personnel due to the substance's hazardous classification. Containers should be kept tightly closed and properly labeled according to GHS requirements. Storage facilities should comply with local regulations for handling carcinogenic substances and include appropriate containment measures to prevent environmental release.
What to do in case of contact with 4-(4-aminophenoxy)aniline?
Immediate action is required in case of contact with 4-(4-aminophenoxy)aniline due to its acute toxicity. For skin contact, remove contaminated clothing and wash the affected area thoroughly with soap and water for at least 15 minutes. In case of eye contact, rinse immediately with plenty of water for at least 15 minutes. If inhaled, move the person to fresh air immediately. Seek medical attention promptly in all cases of exposure and provide the safety data sheet to medical personnel.
How to dispose of 4-(4-aminophenoxy)aniline properly?
4-(4-aminophenoxy)aniline must be disposed of as hazardous waste according to local and national environmental regulations. Due to its carcinogenic and mutagenic properties, it cannot be disposed of through normal waste streams. Disposal should only be conducted by licensed hazardous waste management companies with appropriate permits. The waste classification includes considerations for its aquatic chronic toxicity, requiring special handling to prevent environmental contamination during the disposal process.
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. All shipments must comply with dangerous goods regulations including proper packaging, labeling with GHS pictograms (GHS06, GHS08, GHS09), and documentation requirements. Vehicles must carry appropriate emergency equipment and drivers require dangerous goods training. The transport documentation must include the proper shipping name, UN number, and emergency contact information for incident response.
Is 4-(4-aminophenoxy)aniline subject to special regulations?
4-(4-aminophenoxy)aniline is subject to extensive regulatory oversight under REACH and CLP regulations in Europe due to its hazardous classification. The substance requires registration for import or manufacture above one tonne per year. Its carcinogenic and mutagenic properties (Carc. 1B; Muta. 1B) make it subject to authorization procedures and potential restrictions. Companies must maintain detailed safety data sheets, conduct risk assessments, and implement appropriate risk management measures throughout the supply chain.
Where to buy 4-(4-aminophenoxy)aniline in Europe?
4-(4-aminophenoxy)aniline is available through specialized chemical distributors in Europe, including OYSI, which serves as a reliable supplier of technical chemicals across European markets. Due to the substance's hazardous classification, purchases are restricted to qualified industrial users with appropriate safety measures and regulatory compliance. Buyers must demonstrate proper handling capabilities, storage facilities, and waste management procedures. Contact OYSI's technical team for availability, specifications, and regulatory guidance for your specific application requirements.
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Data Sources
Classification per CLP Regulation (EC) No 1272/2008. Data from ECHA and PubChem.