4-[(4-amino-3-chlorophenyl)methyl]-2-chloroaniline

C13H12Cl2N2

CAS101-14-4
GHS08 Gefahrensymbol: Gesundheitsgefahr – Gesundheitsgefahr
GHS07 Gefahrensymbol: Gesundheitsschädlich/Reizend – Ausrufezeichen
GHS09 Gefahrensymbol: Umweltgefährlich – Umwelt
Danger

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Identification

CAS Number
101-14-4
EC Number
202-918-9
UN Number
3077
Index Number
612-078-00-9
PubChem CID
7543

Physical-chemical properties

Molecular Formula
C13H12Cl2N2
Molar Mass
267.15 g/mol
IUPAC Name
4-[(4-amino-3-chlorophenyl)methyl]-2-chloroaniline

Chemical Identifiers

InChI
InChI=1S/C13H12Cl2N2/c14-10-6-8(1-3-12(10)16)5-9-2-4-13(17)11(15)7-9/h1-4,6-7H,5,16-17H2
InChI Key
IBOFVQJTBBUKMU-UHFFFAOYSA-N

Overview

4-[(4-amino-3-chlorophenyl)methyl]-2-chloroaniline (CAS 101-14-4) is an aromatic diamine compound with significant carcinogenic properties and industrial applications. This dichlorinated aromatic amine, with the molecular formula C13H12Cl2N2 and a molecular weight of 267.15 g/mol, represents an important intermediate in chemical synthesis processes. Also identified by its EC number 202-918-9, this compound features two chlorinated aniline groups connected by a methylene bridge, creating a structure that exhibits both useful chemical reactivity and significant safety considerations. The compound is classified under the most stringent safety protocols due to its Carcinogen Category 1B designation, indicating sufficient evidence of carcinogenic potential. Additionally, it presents acute toxicity hazards (Category 4) and poses serious environmental risks with both acute and chronic aquatic toxicity classifications. These hazard profiles require implementation of comprehensive safety measures including appropriate personal protective equipment, controlled handling procedures, and specialized waste management protocols. In industrial applications, 4-[(4-amino-3-chlorophenyl)methyl]-2-chloroaniline serves primarily as an intermediate in the production of dyes, pigments, and various organic compounds. The pharmaceutical industry utilizes this compound in synthetic pathways for specific drug intermediates, while the polymer industry employs it in the development of specialized materials. Similar to other aromatic compounds like 1,2-diphenylhydrazine, it requires careful handling due to its toxicological profile. The compound falls under ADR Class 9 for transportation, necessitating specific packaging and documentation requirements. Environmental considerations are paramount given its aquatic toxicity profile, requiring containment measures to prevent environmental release. OYSI provides this specialized chemical intermediate to qualified industrial customers with comprehensive safety documentation and regulatory compliance support.

Safety & Classification

Danger
Classification:

Carc. 1B; 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 Number3077
ADR Class9
Packing GroupIII
Tunnel Code-
Proper Shipping Name2,2'-Dichlor-4,4'-methylendianilin
Marine PollutantNo

Frequently Asked Questions

What is 4-[(4-amino-3-chlorophenyl)methyl]-2-chloroaniline?

4-[(4-amino-3-chlorophenyl)methyl]-2-chloroaniline is an aromatic amine compound with the molecular formula C13H12Cl2N2 and CAS number 101-14-4. This chemical features two chlorinated aniline groups connected by a methyl bridge, resulting in a molecular weight of 267.15 g/mol. It is classified as a Category 1B carcinogen and poses significant health and environmental hazards, requiring careful handling in industrial applications.

What are the physicochemical properties of 4-[(4-amino-3-chlorophenyl)methyl]-2-chloroaniline?

4-[(4-amino-3-chlorophenyl)methyl]-2-chloroaniline is typically a solid crystalline compound at room temperature with a molecular weight of 267.15 g/mol. As an aromatic amine with chlorine substituents, it generally exhibits limited water solubility but good solubility in organic solvents. The compound's physicochemical behavior is influenced by the presence of amino groups and chlorine atoms, affecting its reactivity and environmental persistence.

What is 4-[(4-amino-3-chlorophenyl)methyl]-2-chloroaniline used for?

4-[(4-amino-3-chlorophenyl)methyl]-2-chloroaniline is primarily used as an intermediate in the synthesis of dyes, pigments, and other organic compounds. This aromatic amine serves as a building block in chemical manufacturing processes, particularly in the production of azo dyes and specialized chemical intermediates. Its dual amine functionality makes it valuable for creating complex molecular structures in pharmaceutical and chemical research applications.

How to handle 4-[(4-amino-3-chlorophenyl)methyl]-2-chloroaniline safely?

4-[(4-amino-3-chlorophenyl)methyl]-2-chloroaniline requires strict safety protocols due to its carcinogenic properties and acute toxicity. Personnel must wear appropriate PPE including chemical-resistant gloves, safety goggles, and respiratory protection. Work should be conducted in well-ventilated areas or under fume hoods to prevent inhalation exposure. Skin and eye contact must be avoided completely, and all handling procedures should follow established safety guidelines for carcinogenic substances.

How to store 4-[(4-amino-3-chlorophenyl)methyl]-2-chloroaniline correctly?

4-[(4-amino-3-chlorophenyl)methyl]-2-chloroaniline should be stored in a cool, dry, well-ventilated area away from heat sources and incompatible materials. The compound must be kept in tightly sealed containers to prevent contamination and exposure. Storage areas should be secured and restricted to authorized personnel only, given its carcinogenic classification. Regular inspection of storage conditions and container integrity is essential to maintain safety standards.

What to do in case of contact with 4-[(4-amino-3-chlorophenyl)methyl]-2-chloroaniline?

Immediate action is required upon contact with 4-[(4-amino-3-chlorophenyl)methyl]-2-chloroaniline. For skin contact, remove contaminated clothing and wash thoroughly with soap and water for at least 15 minutes. In case of eye contact, flush immediately with clean water for 15 minutes. If inhaled, move to fresh air immediately. Seek medical attention promptly in all exposure cases, informing healthcare providers of the carcinogenic nature of the substance.

How to dispose of 4-[(4-amino-3-chlorophenyl)methyl]-2-chloroaniline appropriately?

4-[(4-amino-3-chlorophenyl)methyl]-2-chloroaniline must be disposed of as hazardous waste through licensed waste management companies. Due to its carcinogenic properties and environmental toxicity, incineration at high temperatures in specialized facilities is typically required. Disposal must comply with local and European waste regulations, including proper labeling, documentation, and chain of custody procedures. Never dispose of this substance through regular waste streams or sewage systems.

How to transport 4-[(4-amino-3-chlorophenyl)methyl]-2-chloroaniline?

4-[(4-amino-3-chlorophenyl)methyl]-2-chloroaniline is classified under ADR Class 9 (Miscellaneous dangerous substances), Packing Group III for transportation purposes. Proper UN-specification packaging is required, along with appropriate hazard labels and documentation. Transport must comply with ADR regulations for dangerous goods, including driver training requirements and emergency response procedures. Vehicles must carry appropriate safety equipment and emergency contact information during transport.

Is 4-[(4-amino-3-chlorophenyl)methyl]-2-chloroaniline subject to specific regulations?

4-[(4-amino-3-chlorophenyl)methyl]-2-chloroaniline is subject to extensive European chemical regulations including REACH registration requirements and CLP classification obligations. As a Category 1B carcinogen, it faces strict workplace exposure limits and may be subject to authorization requirements under REACH. Companies handling this substance must maintain safety data sheets, conduct risk assessments, and implement appropriate risk management measures according to European chemical safety legislation.

Where to buy 4-[(4-amino-3-chlorophenyl)methyl]-2-chloroaniline in Europe?

4-[(4-amino-3-chlorophenyl)methyl]-2-chloroaniline is available through OYSI, a specialized European distributor of technical chemicals. OYSI provides this compound to qualified industrial customers with proper handling capabilities and regulatory compliance. Due to its hazardous classification, purchase requires demonstration of appropriate safety measures and legitimate industrial use. Contact OYSI directly for availability, specifications, and regulatory documentation required for procurement in European markets.

Data Sources

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