4-[(4-aminophenyl)methyl]aniline

C13H14N2

CAS101-77-9
GHS08 Gefahrensymbol: Gesundheitsgefahr – Gesundheitsgefahr
GHS07 Gefahrensymbol: Gesundheitsschädlich/Reizend – Ausrufezeichen
GHS09 Gefahrensymbol: Umweltgefährlich – Umwelt
Danger

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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 amino groups linked by a methylene bridge between benzene rings. This organic chemical intermediate, also known by its EC number 202-974-4, belongs to the family of diphenylmethane derivatives with a molecular formula of C13H14N2 and molecular weight of 198.26 g/mol. The compound features a distinctive structure consisting of two para-aminophenyl groups connected through a methylene linkage, making it a valuable building block in various chemical synthesis processes. The substance presents significant safety considerations due to its classification under multiple hazard categories. It carries a Danger signal word with GHS08, GHS07, and GHS09 pictograms, indicating serious health and environmental concerns. The compound is classified as a Category 1B carcinogen and Category 2 mutagen, requiring stringent handling protocols and personal protective equipment. Additional classifications include specific target organ toxicity for single exposure (STOT SE 1), repeated exposure concerns (STOT RE 2), skin sensitization properties, and aquatic chronic toxicity. Transportation falls under ADR Class 6.1, reflecting its toxic nature. Industrial applications primarily focus on polymer and resin manufacturing, where the dual amino functionality enables crosslinking reactions and chain extension processes. The compound serves as an intermediate in specialty chemical synthesis and finds use in certain adhesive formulations. Unlike simpler aromatic compounds such as benzene-1,3-diol, this diamine offers enhanced reactivity through its twin amino groups, making it particularly valuable for creating complex polymer structures. OYSI provides this specialized chemical intermediate to qualified industrial customers throughout Europe, ensuring compliance with all relevant safety and regulatory requirements.

Safety & Classification

Danger
Classification:

Carc. 1B; Muta. 2; STOT SE 1; STOT RE 2 *; Skin Sens. 1; Aquatic Chronic 2

HHazard Statements (H-Statements)

Describe the nature and severity of the hazard

H350

May cause cancer.

H341

Suspected of causing genetic defects.

H370

Causes damage to organs.

H373

May cause damage to organs through prolonged or repeated exposure.

H317

May cause an allergic skin reaction.

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

Skin Contact

Irritant

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 Number2651
ADR Class6.1
Packing GroupIII
Tunnel CodeE
Proper Shipping Name4,4'-Diaminodiphenylmethan, geschmolzen
Marine PollutantNo

Frequently Asked Questions

What is 4-[(4-aminophenyl)methyl]aniline?

4-[(4-aminophenyl)methyl]aniline is an aromatic diamine compound with the molecular formula C13H14N2 and CAS number 101-77-9. This chemical substance has a molecular weight of 198.26 g/mol and belongs to the class of substituted anilines. It is classified as a Category 1B carcinogen and Category 2 mutagen, making it a hazardous substance requiring careful handling and appropriate safety measures in industrial applications.

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

4-[(4-aminophenyl)methyl]aniline is a solid aromatic 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 attached to benzene rings connected by a methylene bridge, giving it characteristic chemical reactivity typical of aromatic amines.

What is 4-[(4-aminophenyl)methyl]aniline used for?

4-[(4-aminophenyl)methyl]aniline is primarily used as an intermediate in chemical synthesis and manufacturing processes. Its diamine structure makes it valuable in the production of polymers, resins, and dyes. The compound serves as a building block for various industrial chemicals and may be utilized in research and development applications. However, its carcinogenic classification restricts its use to professional industrial settings with appropriate safety controls.

How to handle 4-[(4-aminophenyl)methyl]aniline safely?

4-[(4-aminophenyl)methyl]aniline must be handled with extreme caution due to its carcinogenic and mutagenic properties. Essential personal protective equipment includes chemical-resistant gloves, safety goggles, and respiratory protection. Work should be conducted in well-ventilated areas or under fume hoods to prevent inhalation. Avoid skin contact and ingestion. Regular health monitoring of exposed workers is recommended due to the substance's STOT SE 1 classification.

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. The storage area must be secure and restricted to authorized personnel due to the substance's hazardous nature. Keep away from incompatible materials such as strong oxidizing agents. Ensure proper labeling with GHS pictograms GHS08, GHS07, and GHS09, and maintain an inventory record for regulatory compliance.

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

Immediate action is required upon contact with 4-[(4-aminophenyl)methyl]aniline. For skin contact, immediately remove contaminated clothing and wash the affected area thoroughly with soap and water for at least 15 minutes. In case of eye contact, rinse continuously with clean water for at least 15 minutes. If inhaled, move the person to fresh air immediately. Seek immediate medical attention in all cases and inform medical personnel of the substance's carcinogenic properties.

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

4-[(4-aminophenyl)methyl]aniline must be disposed of as hazardous waste through authorized waste management companies. The substance cannot be disposed of in regular waste streams due to its carcinogenic classification and environmental hazard rating (Aquatic Chronic 2). Disposal must comply with local and European waste regulations including the Waste Framework Directive. All containers and contaminated materials require proper hazardous waste treatment and documentation.

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. The substance requires appropriate hazardous goods packaging, labeling, and documentation during transport. Drivers must hold ADR certification for Class 6.1 substances. Transport vehicles need proper placarding and emergency equipment. Shipping documentation must include the correct UN number and hazard classifications to ensure compliance with international dangerous goods regulations.

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

4-[(4-aminophenyl)methyl]aniline is subject to extensive European regulations including REACH registration requirements and CLP classification as Carc. 1B and Muta. 2. The substance requires safety data sheets and proper hazard communication. As a carcinogenic substance, it may be subject to occupational exposure limits and workplace health surveillance requirements. Companies must implement risk management measures and may need authorization for certain uses under REACH regulations.

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

4-[(4-aminophenyl)methyl]aniline is available through OYSI, a specialized European distributor of technical chemicals. OYSI provides this regulated substance to qualified industrial customers with proper safety documentation and regulatory compliance support. Due to the substance's hazardous classification, purchases are restricted to professional users who can demonstrate appropriate handling capabilities and safety measures. Contact OYSI directly for availability, technical specifications, and regulatory guidance for your specific application.

Data Sources

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