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 two chlorinated aniline groups connected by a methylene bridge. This dichlorinated diamine compound, with molecular formula C13H12Cl2N2 and molecular weight 267.15 g/mol, represents an important intermediate in chemical synthesis processes. The substance features two amino-substituted benzene rings, each bearing chlorine substituents, making it a valuable building block for various industrial applications requiring specific reactivity patterns. From a safety perspective, this compound requires careful handling due to its classification as a Category 1B carcinogen under GHS regulations. It also presents acute toxicity hazards (Category 4) and significant environmental concerns, being classified as both acutely and chronically hazardous to aquatic life. The substance carries the "Danger" signal word and displays GHS pictograms for health hazards (GHS08), acute toxicity (GHS07), and environmental hazards (GHS09). Transportation falls under ADR Class 9 miscellaneous dangerous goods. Industrial applications primarily center around its role as a chemical intermediate in the production of dyes, pigments, and polymer additives. The compound's dual amine functionality makes it particularly suitable for crosslinking applications and as a curing agent in specialized resin formulations. Its structural similarity to other aromatic diamines positions it within the same chemical family as compounds like 1,2-diphenylhydrazine, though with distinct reactivity characteristics due to its chlorine substitution pattern. The substance finds additional use in pharmaceutical intermediate synthesis where controlled reactivity and specific substitution patterns are required. OYSI maintains reliable supply chains for this specialized chemical intermediate to support European industrial customers' technical requirements.

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 dichlorinated biphenyl derivative has a molecular weight of 267.15 g/mol and contains two amino groups connected by a methylene bridge. It is classified as a Category 1B carcinogen and poses significant health and environmental risks, requiring careful handling and regulatory compliance 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 exhibits limited water solubility but dissolves in organic solvents. The compound's stability and physical appearance can vary depending on purity and storage conditions. Its chemical structure makes it reactive under certain conditions, particularly in the presence of oxidizing agents.

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

4-[(4-amino-3-chlorophenyl)methyl]-2-chloroaniline serves as an intermediate in the synthesis of dyes, pigments, and other organic compounds in the chemical industry. It is primarily used in manufacturing processes where its aromatic amine structure provides specific chemical properties for further chemical transformations. Due to its carcinogenic classification, its applications are strictly regulated and limited to controlled industrial processes with appropriate safety measures and worker protection protocols.

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 and toxic properties. Essential personal protective equipment includes chemical-resistant gloves, safety goggles, and respiratory protection in well-ventilated areas or fume hoods. Workers must avoid skin contact, inhalation, and ingestion. Regular health monitoring and training are mandatory. Work areas should be equipped with emergency shower and eyewash facilities, and all handling procedures must comply with occupational safety regulations.

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

4-[(4-amino-3-chlorophenyl)methyl]-2-chloroaniline must be stored in tightly sealed, labeled containers in a cool, dry, well-ventilated area away from heat sources and incompatible materials. Storage areas should be restricted to authorized personnel only, with appropriate containment measures to prevent environmental release. The compound should be kept away from oxidizing agents and strong acids. Secondary containment and spill control materials must be readily available, and storage conditions must comply with local chemical safety regulations.

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

Immediate action is required for any 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 with clean water for 15 minutes while holding eyelids open. If inhaled, move to fresh air immediately. For ingestion, do not induce vomiting and seek immediate medical attention. Always contact emergency medical services and provide the safety data sheet to healthcare professionals.

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 specializing in chemical disposal. The compound cannot be discharged into sewers, waterways, or regular waste streams due to its carcinogenic and environmentally hazardous properties. Disposal methods typically include high-temperature incineration at authorized facilities. All disposal activities must comply with local, national, and EU waste regulations, requiring proper documentation and tracking throughout the disposal process.

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

4-[(4-amino-3-chlorophenyl)methyl]-2-chloroaniline is classified as ADR Class 9 (miscellaneous dangerous goods), Packing Group III, requiring specific transportation procedures. Packages must be properly labeled with appropriate hazard markings and transported by qualified carriers with dangerous goods certification. Transport documentation must include proper shipping names, hazard classes, and emergency response information. Vehicles must carry appropriate spill control materials and emergency equipment. All transportation must comply with ADR regulations and national dangerous goods transport requirements.

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 regulatory oversight under EU REACH regulation, CLP classification, and occupational safety directives. As a Category 1B carcinogen, it requires authorization for specific uses and is subject to strict exposure limits and worker protection measures. While not currently listed as a Substance of Very High Concern (SVHC), its hazardous properties make it subject to notification requirements, risk assessments, and potential use restrictions under various chemical safety regulations.

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

OYSI serves as a reliable European distributor for 4-[(4-amino-3-chlorophenyl)methyl]-2-chloroaniline, providing this specialized chemical to qualified industrial customers across Europe. As an established chemical distributor, OYSI ensures proper handling, documentation, and regulatory compliance for this hazardous substance. Purchase requires verification of legitimate industrial use, appropriate safety measures, and compliance with applicable regulations. Contact OYSI directly to discuss availability, technical specifications, and regulatory requirements for your specific application needs.

Data Sources

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