4-[(4-aminophenyl)methyl]aniline
C13H14N2
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Identification
- CAS Number
- 101-77-9
- EC Number
- 202-974-4
- UN Number
- 2651
- Index Number
- 612-051-00-1
- PubChem CID
- 7577
Physical-chemical properties
- Molecular Formula
- C13H14N2
- Molar Mass
- 198.26 g/mol
- IUPAC Name
- 4-[(4-aminophenyl)methyl]aniline
Chemical Identifiers
- InChI
- InChI=1S/C13H14N2/c14-12-5-1-10(2-6-12)9-11-3-7-13(15)8-4-11/h1-8H,9,14-15H2
- InChI Key
- YBRVSVVVWCFQMG-UHFFFAOYSA-N
Overview
4-[(4-aminophenyl)methyl]aniline (CAS 101-77-9) is an aromatic diamine compound with two primary amine groups connected via a methylene bridge. This organic chemical compound, also known by its EC number 202-974-4, belongs to the family of aromatic diamines characterized by its molecular formula C13H14N2 and molecular weight of 198.26 g/mol. The substance features two benzene rings, each bearing an amino group, linked through a methylene (-CH2-) bridge, creating a symmetrical structure that imparts specific chemical reactivity and industrial utility. Due to its dual amine functionality, 4-[(4-aminophenyl)methyl]aniline exhibits significant chemical reactivity, particularly in condensation and polymerization reactions. However, this compound requires careful handling as it is classified under multiple hazard categories including carcinogenicity (Carc. 1B), mutagenicity (Muta. 2), and specific target organ toxicity (STOT SE 1, STOT RE 2). The substance also demonstrates skin sensitization properties (Skin Sens. 1) and poses aquatic environmental concerns (Aquatic Chronic 2), necessitating appropriate safety measures during storage, handling, and transportation under ADR class 6.1. In industrial applications, this aromatic diamine serves primarily as an intermediate in polymer synthesis, particularly in the production of polyurethanes and epoxy resins where its bifunctional nature enables cross-linking reactions. The compound also finds use in specialty chemical manufacturing and as a building block for advanced materials. While structurally different from compounds like benzene-1,3-diol, both substances share applications in polymer chemistry due to their reactive functional groups. OYSI maintains availability of 4-[(4-aminophenyl)methyl]aniline for qualified industrial customers across Europe, ensuring compliance with all relevant safety and regulatory requirements.
Safety & Classification
Carc. 1B; Muta. 2; STOT SE 1; STOT RE 2 *; Skin Sens. 1; 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
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:
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 | 2651 |
| ADR Class | 6.1 |
| Packing Group | III |
| Tunnel Code | E |
| Proper Shipping Name | 4,4'-Diaminodiphenylmethan, geschmolzen |
| Marine Pollutant | No |
Frequently Asked Questions
What is 4-[(4-aminophenyl)methyl]aniline?
4-[(4-aminophenyl)methyl]aniline is an aromatic amine compound with CAS number 101-77-9 and molecular formula C13H14N2. This chemical features two aminophenyl groups connected by a methylene bridge, giving it a molecular weight of 198.26 g/mol. It is classified as a hazardous substance with significant health risks including carcinogenicity and mutagenicity. The compound is primarily used in industrial applications requiring aromatic amine chemistry.
What are the physicochemical properties of 4-[(4-aminophenyl)methyl]aniline?
4-[(4-aminophenyl)methyl]aniline is a solid organic compound at room temperature with a molecular weight of 198.26 g/mol. As an aromatic diamine, it typically appears as a crystalline solid that may darken upon exposure to air and light. The compound contains two amino groups which make it polar and potentially water-soluble to some degree. Its aromatic structure provides stability while the amino groups contribute to its reactivity in various chemical processes.
What is 4-[(4-aminophenyl)methyl]aniline used for?
4-[(4-aminophenyl)methyl]aniline is primarily used as an intermediate in the synthesis of dyes, pigments, and polymer materials. Its aromatic diamine structure makes it valuable in producing polyurethanes, epoxy resins, and other polymer systems. The compound serves as a building block in pharmaceutical intermediates and specialty chemicals. Due to its hazardous classification, its use is restricted to professional industrial applications with appropriate safety controls and regulatory compliance.
How to handle 4-[(4-aminophenyl)methyl]aniline safely?
4-[(4-aminophenyl)methyl]aniline requires strict safety measures due to its carcinogenic and mutagenic properties. Handlers 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 extraction systems. Skin contact and inhalation must be avoided at all costs. Only trained personnel should handle this substance in controlled industrial environments with appropriate safety protocols.
How to store 4-[(4-aminophenyl)methyl]aniline correctly?
4-[(4-aminophenyl)methyl]aniline should be stored in tightly sealed containers in a cool, dry, well-ventilated area away from heat sources and direct sunlight. Storage areas must be secure and restricted to authorized personnel only due to the substance's carcinogenic properties. Keep away from incompatible materials such as strong oxidizing agents and acids. Storage facilities should comply with local regulations for hazardous substances and include appropriate containment measures for spill prevention.
What to do in case of contact with 4-[(4-aminophenyl)methyl]aniline?
In case of skin contact with 4-[(4-aminophenyl)methyl]aniline, immediately remove contaminated clothing and wash the affected area thoroughly with soap and water for at least 15 minutes. If inhaled, move the person to fresh air immediately. For eye contact, flush with clean water for at least 15 minutes. Seek immediate medical attention in all cases, informing healthcare providers of the substance's carcinogenic and mutagenic properties. Never induce vomiting if ingested.
How to dispose of 4-[(4-aminophenyl)methyl]aniline properly?
4-[(4-aminophenyl)methyl]aniline must be disposed of as hazardous waste through licensed waste disposal companies specialized in handling carcinogenic substances. The waste cannot be disposed of in regular trash or sewage systems due to its environmental and health hazards. Disposal must comply with local and European waste regulations including proper classification, labeling, and documentation. Incineration at high temperatures in authorized facilities is typically the preferred disposal method for this type of aromatic amine compound.
How to transport 4-[(4-aminophenyl)methyl]aniline?
4-[(4-aminophenyl)methyl]aniline is classified under ADR Class 6.1 (toxic substances), Packing Group III for transportation purposes. It must be packaged in UN-approved containers with proper hazard labels and documentation. Transportation requires compliance with dangerous goods regulations including proper vehicle marking, driver training, and emergency response procedures. Shipments must include safety data sheets and emergency contact information. Only certified carriers experienced in handling toxic substances should transport this material.
Is 4-[(4-aminophenyl)methyl]aniline subject to special regulations?
4-[(4-aminophenyl)methyl]aniline is subject to strict European regulations under CLP and REACH due to its classification as Carcinogenic 1B and Mutagenic 2. Although not currently listed as an SVHC, it requires comprehensive risk assessments and safety measures. The substance may be subject to authorization requirements and use restrictions. Companies must comply with occupational exposure limits, worker protection regulations, and environmental discharge controls. Registration and notification requirements apply for commercial use within the EU.
Where to buy 4-[(4-aminophenyl)methyl]aniline in Europe?
4-[(4-aminophenyl)methyl]aniline is available through OYSI, a European distributor of specialty chemicals serving industrial customers across the continent. As a regulated hazardous substance, it is only sold to qualified professional users who can demonstrate proper handling capabilities and regulatory compliance. OYSI provides comprehensive documentation including safety data sheets and certificates of analysis. Due to the substance's hazardous classification, purchase requires verification of intended use and appropriate safety measures.
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Data Sources
Classification per CLP Regulation (EC) No 1272/2008. Data from ECHA and PubChem.