2-chloro-4-nitroaniline

C6H5ClN2O2

CAS121-87-9
GHS07 Gefahrensymbol: Gesundheitsschädlich/Reizend – Ausrufezeichen
GHS09 Gefahrensymbol: Umweltgefährlich – Umwelt
Warning

Consulting for 2-chloro-4-nitroaniline

Our experts support you with application, dosage, and compliance.

Request Consultation

Identification

CAS Number
121-87-9
EC Number
204-502-2
UN Number
2237
Index Number
610-009-00-7
PubChem CID
8492

Physical-chemical properties

Molecular Formula
C6H5ClN2O2
Molar Mass
172.57 g/mol
IUPAC Name
2-chloro-4-nitroaniline

Chemical Identifiers

InChI
InChI=1S/C6H5ClN2O2/c7-5-3-4(9(10)11)1-2-6(5)8/h1-3H,8H2
InChI Key
LOCWBQIWHWIRGN-UHFFFAOYSA-N

Overview

2-chloro-4-nitroaniline (CAS 121-87-9) is a substituted aromatic amine compound characterized by its dual halogen and nitro group functionality. This chemical intermediate belongs to the chloronitroaniline family and serves as a crucial building block in organic synthesis and pharmaceutical manufacturing. The compound features a benzene ring substituted with an amino group, a chlorine atom at the ortho position, and a nitro group at the para position relative to the amine functionality. This specific substitution pattern imparts unique reactivity characteristics that make it valuable for various synthetic applications. From a safety perspective, 2-chloro-4-nitroaniline is classified under Acute Toxicity Category 4 and Aquatic Chronic Category 2, requiring appropriate handling precautions as indicated by its Warning signal word and associated GHS07 and GHS09 pictograms. The compound falls under ADR Class 6.1 for transportation purposes, emphasizing the need for proper storage and handling protocols in industrial settings. The compound finds primary applications in the synthesis of dyes and pigments, where its aromatic amine structure serves as a chromophore precursor. It is also utilized in pharmaceutical intermediate synthesis and as a building block for agrochemical compounds. Like other substituted anilines such as (3-methylphenyl) N-methylcarbamate, it demonstrates versatility in forming various derivatives through standard organic transformations including diazotization, acylation, and coupling reactions. Industrial applications typically involve its use in the production of azo dyes, pharmaceutical intermediates, and specialty chemical synthesis. The dual functionality of the chlorine and nitro substituents allows for selective chemical modifications, making it particularly valuable in multi-step synthetic processes. OYSI provides reliable access to 2-chloro-4-nitroaniline for European industrial customers requiring consistent quality and technical support for their manufacturing processes.

Safety & Classification

Warning
Classification:

Acute Tox. 4 *; Aquatic Chronic 2

HHazard Statements (H-Statements)

Describe the nature and severity of the hazard

H302

Harmful if swallowed.

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

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 Number2237
ADR Class6.1
Packing GroupIII
Tunnel CodeE
Proper Shipping Name2-Chlor-4-nitroanilin, fest
Marine PollutantNo

Frequently Asked Questions

What is 2-chloro-4-nitroaniline?

2-chloro-4-nitroaniline is an aromatic amine compound with the molecular formula C6H5ClN2O2 and CAS number 121-87-9. This chemical features both chlorine and nitro functional groups attached to an aniline ring, giving it a molecular weight of 172.57 g/mol. It belongs to the class of substituted anilines and is classified as a moderately toxic substance with chronic aquatic toxicity properties under GHS classification.

What are the physicochemical properties of 2-chloro-4-nitroaniline?

2-chloro-4-nitroaniline is typically a crystalline solid at room temperature with a yellowish to orange color. As an aromatic amine with electron-withdrawing groups (chlorine and nitro), it exhibits moderate polarity and limited water solubility. The compound has a distinctive chemical odor typical of substituted anilines. Its melting and boiling points are elevated due to intermolecular hydrogen bonding from the amino group.

What is 2-chloro-4-nitroaniline used for?

2-chloro-4-nitroaniline is primarily used as an intermediate in the synthesis of dyes, pigments, and pharmaceuticals. It serves as a building block in the production of azo dyes and various organic compounds in the chemical industry. The compound is also utilized in research and development applications for the synthesis of specialized chemicals and materials. Its dual functional groups make it valuable for creating complex molecular structures.

How to handle 2-chloro-4-nitroaniline safely?

2-chloro-4-nitroaniline requires careful handling with appropriate personal protective equipment including chemical-resistant gloves, safety goggles, and protective clothing. Work should be conducted in well-ventilated areas or under fume hoods to avoid inhalation exposure. Given its Acute Tox. 4 classification, avoid skin contact and ingestion. Use non-sparking tools and ensure proper grounding when handling to prevent static electricity buildup.

How to store 2-chloro-4-nitroaniline correctly?

2-chloro-4-nitroaniline should be stored in tightly sealed containers in a cool, dry, and well-ventilated area away from heat sources and direct sunlight. Keep away from incompatible materials such as strong oxidizers, acids, and bases. Storage areas should be equipped with appropriate spill containment measures. Ensure containers are properly labeled and stored according to local regulations for toxic substances.

What to do in case of contact with 2-chloro-4-nitroaniline?

In case of skin contact with 2-chloro-4-nitroaniline, 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 medical attention if symptoms persist or if significant exposure has occurred. Do not induce vomiting if ingested.

How to dispose of 2-chloro-4-nitroaniline properly?

2-chloro-4-nitroaniline must be disposed of as hazardous waste according to local and national regulations. The substance cannot be disposed of in regular waste streams due to its toxicity and environmental impact classification (Aquatic Chronic 2). Contact licensed hazardous waste disposal companies for proper treatment and disposal. Small laboratory quantities may require incineration at high temperatures in specialized facilities equipped with emission controls.

How to transport 2-chloro-4-nitroaniline?

2-chloro-4-nitroaniline is classified under ADR Class 6.1 (Toxic substances) Packing Group III, requiring specific transport regulations. Packages must be properly labeled with appropriate hazard markings and UN identification numbers. Transport vehicles should carry emergency response information and appropriate spill cleanup materials. Drivers must hold valid ADR certification for transporting toxic substances, and shipments must comply with routing and documentation requirements.

Is 2-chloro-4-nitroaniline subject to specific regulations?

2-chloro-4-nitroaniline is subject to various chemical regulations including REACH registration requirements in Europe and CLP classification obligations. The substance must be handled according to occupational safety standards and environmental protection laws. While not currently listed as a Substance of Very High Concern (SVHC), it requires proper risk assessment and safety data sheet provision. Import/export may require specific permits depending on jurisdiction.

Where to buy 2-chloro-4-nitroaniline in Europe?

2-chloro-4-nitroaniline is available through OYSI, a specialized European distributor of technical chemicals. OYSI provides reliable supply chains for industrial and research applications across Europe, ensuring proper handling, documentation, and regulatory compliance. As a professional chemical supplier, OYSI maintains appropriate certifications and provides comprehensive safety data sheets and technical support for customers requiring this specialized aromatic amine compound.

Data Sources

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