4-chloroaniline

C6H6ClN

CAS106-47-8
GHS08 Gefahrensymbol: Gesundheitsgefahr – Gesundheitsgefahr
GHS06 Gefahrensymbol: Giftig – Totenkopf mit Knochen
GHS09 Gefahrensymbol: Umweltgefährlich – Umwelt
Danger

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Identification

CAS Number
106-47-8
EC Number
203-401-0
UN Number
2018
Index Number
612-137-00-9
PubChem CID
7812

Physical-chemical properties

Molecular Formula
C6H6ClN
Molar Mass
127.57 g/mol
IUPAC Name
4-chloroaniline

Chemical Identifiers

InChI
InChI=1S/C6H6ClN/c7-5-1-3-6(8)4-2-5/h1-4H,8H2
InChI Key
QSNSCYSYFYORTR-UHFFFAOYSA-N

Overview

4-chloroaniline (CAS 106-47-8) is an aromatic amine compound characterized by its chlorine substitution and significant industrial applications in chemical synthesis. This halogenated aniline derivative represents a crucial intermediate in the chemical industry, featuring a benzene ring with both an amino group and a chlorine atom in the para position. The compound appears as a crystalline solid with a molecular formula of C6H6ClN and a molecular weight of 127.57 g/mol. Its unique structure makes it highly valuable for various synthetic pathways, particularly in the production of dyes, pharmaceuticals, and agrochemicals. The safety profile of 4-chloroaniline requires careful attention due to its classification as a Category 1B carcinogen and acute toxicity properties across multiple exposure routes. The compound carries GHS pictograms for health hazards, acute toxicity, and environmental dangers, necessitating proper handling protocols and protective equipment. Its ADR classification of 6.1 indicates it as a toxic substance requiring specialized transportation procedures. Additionally, the compound poses environmental risks, particularly to aquatic ecosystems, requiring appropriate containment and disposal measures. In industrial applications, 4-chloroaniline serves primarily as an intermediate in the manufacture of pharmaceutical compounds, where its reactivity enables the synthesis of various therapeutic agents. The compound also finds extensive use in dye production, contributing to the creation of azo dyes and other colorants. Unlike related compounds such as N-methylaniline or phenylhydrazine, 4-chloroaniline's chlorine substitution provides specific reactivity patterns that make it indispensable for targeted chemical transformations. OYSI maintains reliable supply chains for 4-chloroaniline, ensuring consistent availability for European industrial customers requiring this essential chemical intermediate.

Safety & Classification

Danger
Classification:

Carc. 1B; Acute Tox. 3 *; Acute Tox. 3 *; Acute Tox. 3 *; Skin Sens. 1; Aquatic Acute 1; Aquatic ...

HHazard Statements (H-Statements)

Describe the nature and severity of the hazard

H350

May cause cancer.

H331

Toxic if inhaled.

H311

Toxic in contact with skin.

H301

Toxic if swallowed.

H317

May cause an allergic skin reaction.

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

Inhalation

Toxic

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

Toxic

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

Toxic

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 Number2018
ADR Class6.1
Packing GroupII
Tunnel CodeD/E
Proper Shipping Name4-Chloranilin, fest
Marine PollutantNo

Frequently Asked Questions

What is 4-chloroaniline?

4-chloroaniline is an aromatic amine compound with the chemical formula C6H6ClN and CAS number 106-47-8. It consists of an aniline molecule with a chlorine atom substituted at the para position (4th carbon) of the benzene ring. With a molecular weight of 127.57 g/mol, this chemical is classified as a carcinogenic substance (Carc. 1B) and presents significant toxicity risks. It appears as a crystalline solid and is primarily used as an intermediate in chemical synthesis processes.

What are the physicochemical properties of 4-chloroaniline?

4-chloroaniline is a crystalline solid at room temperature, typically appearing as white to light yellow crystals or powder. It has a molecular weight of 127.57 g/mol and contains both amino and chloro functional groups. The compound is moderately soluble in organic solvents but has limited water solubility. It exhibits basic properties due to the amino group and can form salts with acids. The presence of the chlorine substituent affects its reactivity compared to unsubstituted aniline.

What is 4-chloroaniline used for?

4-chloroaniline serves primarily as an intermediate in pharmaceutical and chemical synthesis. It is used in the production of dyes, pigments, and various organic compounds. The compound acts as a building block for manufacturing pharmaceuticals, agrochemicals, and specialty chemicals. Its aromatic amine structure makes it valuable for creating azo dyes and other colored compounds. Due to its carcinogenic classification, its use is strictly regulated and limited to professional industrial applications with appropriate safety controls.

How to handle 4-chloroaniline safely?

4-chloroaniline requires extreme caution during handling due to its carcinogenic and toxic properties. Personal protective equipment must include chemical-resistant gloves, safety goggles, and respiratory protection in well-ventilated areas or fume hoods. Avoid skin contact, inhalation, and ingestion completely. Work in designated areas with appropriate engineering controls. Use only in closed systems when possible. All personnel must receive specific training on carcinogen handling procedures and emergency response protocols before working with this substance.

How to store 4-chloroaniline correctly?

4-chloroaniline must be stored in a cool, dry, well-ventilated area away from heat sources and incompatible materials. Keep containers tightly sealed in original packaging, protected from light and moisture. Store separately from oxidizing agents, strong acids, and bases to prevent dangerous reactions. The storage area should be restricted to authorized personnel only, with appropriate warning signs indicating carcinogenic hazards. Implement secondary containment measures and maintain storage temperature below manufacturer specifications to ensure chemical stability.

What to do in case of contact with 4-chloroaniline?

Immediate action is required for any contact with 4-chloroaniline. For skin contact, remove contaminated clothing and wash affected area thoroughly with soap and water for at least 15 minutes. If inhaled, move to fresh air immediately and seek medical attention. For eye contact, rinse with clean water for at least 15 minutes and remove contact lenses if present. Never induce vomiting if ingested. Seek immediate medical attention in all exposure cases and inform healthcare providers about the carcinogenic nature of the substance.

How to dispose of 4-chloroaniline appropriately?

4-chloroaniline disposal requires compliance with hazardous waste regulations due to its carcinogenic classification. Contact licensed hazardous waste disposal companies for proper treatment and destruction. Never dispose of this substance through regular waste streams or sewage systems. Incineration at high temperatures in specialized facilities is typically required. Keep detailed records of all disposal activities as required by local and European regulations. Empty containers must also be treated as hazardous waste and disposed of according to regulatory requirements.

How to transport 4-chloroaniline?

4-chloroaniline is classified under ADR transport regulations as Class 6.1 (toxic substances), Packing Group II, indicating significant toxicity hazards. Transportation requires specialized packaging, proper labeling with GHS pictograms (GHS06, GHS08, GHS09), and documentation indicating the carcinogenic nature. Only authorized carriers with appropriate permits and training should handle transport. Vehicles must carry appropriate emergency equipment and safety data sheets. Segregation from incompatible materials during transport is mandatory to prevent dangerous reactions.

Is 4-chloroaniline subject to specific regulations?

4-chloroaniline is heavily regulated under European REACH and CLP regulations due to its carcinogenic classification (Carc. 1B). While not currently listed as an SVHC, it requires extensive safety documentation and risk assessments for any commercial use. Authorization may be required for certain applications. Users must comply with occupational exposure limits and implement risk management measures. The substance falls under various national chemical safety regulations and may require special permits or notifications for import, use, or distribution within the European Union.

Where to buy 4-chloroaniline in Europe?

4-chloroaniline is available through specialized chemical distributors in Europe, including OYSI, which supplies various chemical products to industrial customers. Due to its carcinogenic classification and regulatory restrictions, purchase is typically limited to qualified industrial users with appropriate safety infrastructure and regulatory compliance. Buyers must demonstrate legitimate industrial use and proper handling capabilities. Contact OYSI or other authorized chemical suppliers for availability, technical specifications, and regulatory documentation required for procurement of this controlled substance.

Data Sources

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