2-chloroaniline
C6H6ClN
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Identification
- CAS Number
- 27134-26-5
- UN Number
- 2018
- Index Number
- 612-010-00-8
- PubChem CID
- 7240
Physical-chemical properties
- Molecular Formula
- C6H6ClN
- Molar Mass
- 127.57 g/mol
- IUPAC Name
- 2-chloroaniline
Chemical Identifiers
- InChI
- InChI=1S/C6H6ClN/c7-5-3-1-2-4-6(5)8/h1-4H,8H2
- InChI Key
- AKCRQHGQIJBRMN-UHFFFAOYSA-N
Overview
2-chloroaniline (CAS 95-51-2) is an aromatic amine compound with chlorine substitution at the ortho position of the aniline ring. This chemical intermediate belongs to the chloroaniline family and serves as a crucial building block in organic synthesis and industrial manufacturing processes. With its molecular formula C6H6ClN and molecular weight of 127.57 g/mol, 2-chloroaniline exhibits the characteristic properties of substituted anilines while displaying unique reactivity patterns due to the electron-withdrawing chlorine substituent in the ortho position. The compound typically appears as a pale yellow to amber liquid or crystalline solid, depending on storage conditions and purity levels. The presence of both amino and chlorine functional groups makes 2-chloroaniline particularly versatile in chemical transformations, including diazotization reactions, nucleophilic substitutions, and coupling reactions. Like other aromatic amines in this chemical family, including 4-nitroaniline which shares similar synthetic utility, 2-chloroaniline requires careful handling due to its classification under ADR Class 6.1, indicating potential toxicity concerns. Industrial applications of 2-chloroaniline span multiple sectors, with primary use as an intermediate in pharmaceutical synthesis, particularly in the production of antimicrobial agents and analgesic compounds. The chemical also finds significant application in dye manufacturing, where it serves as a precursor for various azo dyes and pigments used in textile and coating industries. Additionally, 2-chloroaniline plays an important role in agrochemical synthesis, contributing to the production of herbicides and fungicides. OYSI offers 2-chloroaniline as part of our comprehensive portfolio of aromatic intermediates, ensuring reliable supply for European industrial customers requiring high-quality chemical building blocks.
Safety & Classification
Acute Tox. 3 *; Acute Tox. 3 *; Acute Tox. 3 *; STOT RE 2 *; Aquatic Acute 1; Aquatic Chronic 1
GHS Pictograms
HHazard Statements (H-Statements)
Describe the nature and severity of the hazard
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
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
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
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 Number | 2018 |
| ADR Class | 6.1 |
| Packing Group | II |
| Tunnel Code | D/E |
| Proper Shipping Name | Chloraniline, Isomere oder Isomerengemisch, fest |
| Marine Pollutant | No |
Frequently Asked Questions
What is 2-chloroaniline?
2-chloroaniline is an aromatic amine compound with the molecular formula C6H6ClN and CAS number 95-51-2. This organic chemical features a benzene ring substituted with both an amino group (-NH2) and a chlorine atom in the ortho position. With a molecular weight of 127.57 g/mol, it serves as an important intermediate in chemical synthesis and pharmaceutical manufacturing.
What are the physicochemical properties of 2-chloroaniline?
2-chloroaniline is a yellow to amber liquid at room temperature with a characteristic amine odor. It has a boiling point of approximately 208°C and a melting point around -14°C. The compound is slightly soluble in water but readily dissolves in organic solvents like ethanol, ether, and benzene. It is sensitive to light and air oxidation, which can cause darkening over time.
What is 2-chloroaniline used for?
2-chloroaniline is primarily used as an intermediate in the synthesis of pharmaceuticals, dyes, and agrochemicals. It serves as a precursor for manufacturing various pharmaceutical compounds, including analgesics and anti-inflammatory drugs. In the chemical industry, it's utilized for producing azo dyes, pigments, and herbicides. Additionally, it finds application in the synthesis of specialty chemicals and research compounds.
How to handle 2-chloroaniline safely?
2-chloroaniline should be handled 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. Avoid skin and eye contact, and prevent ingestion. Use non-sparking tools and equipment, and ensure proper grounding to prevent static electricity buildup during handling operations.
How to store 2-chloroaniline correctly?
2-chloroaniline should be stored in tightly sealed containers in a cool, dry, and well-ventilated area away from direct sunlight and heat sources. Keep containers away from strong oxidizing agents, acids, and bases to prevent incompatible reactions. Storage areas should be equipped with appropriate spill containment measures and maintained at temperatures below 25°C to preserve product stability and prevent degradation.
What to do in case of contact with 2-chloroaniline?
In case of skin contact with 2-chloroaniline, immediately remove contaminated clothing and wash the affected area thoroughly with soap and water for at least 15 minutes. For eye contact, flush with clean water for 15 minutes while holding eyelids open. If inhaled, move to fresh air immediately. If ingested, do not induce vomiting and seek immediate medical attention. Always consult a physician after any exposure incident.
How to dispose of 2-chloroaniline appropriately?
2-chloroaniline must be disposed of according to local and national hazardous waste regulations as it is classified as toxic waste. Contact licensed hazardous waste disposal companies for proper treatment and disposal. Do not discharge into sewers, waterways, or soil. Small quantities can be incinerated at authorized high-temperature facilities with appropriate emission controls. Always consult local environmental authorities for specific disposal requirements.
How to transport 2-chloroaniline?
2-chloroaniline is classified under ADR as Class 6.1 (Toxic substances), Packing Group II. It must be transported in UN-approved packaging with proper labeling and documentation. Vehicles must carry appropriate placards and emergency response information. Drivers require hazardous materials training certification. Shipments must comply with quantity limitations and routing restrictions as specified in international dangerous goods regulations.
Is 2-chloroaniline subject to specific regulations?
2-chloroaniline is subject to various regulatory frameworks including REACH registration requirements in Europe for commercial use. It must comply with CLP regulation for classification, labeling, and packaging. The substance may be subject to workplace exposure limits and requires safety data sheets for commercial distribution. Users must ensure compliance with local occupational health and environmental regulations before handling or processing.
Where to buy 2-chloroaniline in Europe?
2-chloroaniline is available through OYSI, a specialized European distributor of technical chemicals serving industrial customers across the continent. OYSI provides high-quality chemical products with proper documentation, safety data sheets, and regulatory compliance support. As an established chemical distributor, OYSI ensures reliable supply chains and technical expertise to support your industrial applications and requirements throughout Europe.
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Data Sources
Classification per CLP Regulation (EC) No 1272/2008. Data from ECHA and PubChem.