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 27134-26-5) is a chlorinated aromatic amine compound with significant industrial applications in chemical synthesis and manufacturing processes. This organic chemical compound belongs to the family of halogenated anilines, characterized by a chlorine atom substituted at the ortho position of the aniline ring structure. With its molecular formula C6H6ClN and molecular weight of 127.57 g/mol, 2-chloroaniline serves as a crucial intermediate in various chemical manufacturing processes. The compound typically appears as a pale yellow to amber liquid with a distinctive amine odor, exhibiting moderate solubility in water but good solubility in organic solvents. From a safety perspective, 2-chloroaniline requires careful handling due to its classification as an acute toxic substance and potential for causing specific target organ toxicity following repeated exposure. The compound carries the GHS danger signal word with associated pictograms indicating toxicity and environmental hazards. It is classified under ADR transport class 6.1, reflecting its toxic nature during transportation and storage. Proper personal protective equipment and ventilation systems are essential when working with this chemical intermediate. In industrial applications, 2-chloroaniline finds primary use as an intermediate in the synthesis of pharmaceuticals, agrochemicals, and dye manufacturing. It serves as a building block for producing various benzimidazole compounds and other heterocyclic structures. The compound shares similar synthetic utility with related aromatic amines such as N-methylaniline, though its chlorine substitution provides unique reactivity patterns for specific chemical transformations. As a specialized distributor of technical chemicals across Europe, OYSI maintains reliable supplies of 2-chloroaniline to support diverse industrial manufacturing requirements.
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 organic chemical compound with the molecular formula C6H6ClN and CAS number 27134-26-5. It belongs to the family of chlorinated anilines, featuring an amino group (-NH2) and a chlorine atom attached to a benzene ring in ortho position. This aromatic amine has a molecular weight of 127.57 g/mol and is classified as a hazardous substance requiring careful handling due to its toxic properties and environmental impact.
What are the physicochemical properties of 2-chloroaniline?
2-chloroaniline is typically a pale yellow to amber liquid at room temperature with a characteristic amine-like odor. As an aromatic amine, it exhibits moderate solubility in water and good solubility in organic solvents such as ethanol and benzene. The compound is sensitive to light and air, which can cause oxidation and darkening. Its boiling point and melting point fall within typical ranges for substituted anilines, making it stable under normal storage conditions when properly handled.
What is 2-chloroaniline used for?
2-chloroaniline serves primarily as an important intermediate in the synthesis of pharmaceuticals, agrochemicals, and dyes. It is commonly used in the production of herbicides, fungicides, and various pharmaceutical compounds. The chemical industry utilizes it as a building block for manufacturing pigments, particularly azo dyes, and as a precursor for other chlorinated aromatic compounds. Its versatility in organic synthesis makes it valuable for producing specialty chemicals and fine chemical products.
How to handle 2-chloroaniline safely?
Safe handling of 2-chloroaniline requires 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 prevent inhalation exposure. The compound is classified as Acute Tox. 3 with GHS06 and GHS08 pictograms, indicating serious health hazards. Avoid skin contact, inhalation, and ingestion. Use non-sparking tools 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, well-ventilated area away from direct sunlight and heat sources. Keep containers away from incompatible materials such as strong oxidizing agents, acids, and bases. Storage areas must be equipped with appropriate spill containment measures due to its aquatic toxicity classification. Maintain storage temperatures within recommended ranges and ensure containers are properly labeled according to CLP regulations with appropriate hazard pictogrammes.
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. If inhaled, move the person to fresh air immediately and seek medical attention. For eye contact, rinse eyes with clean water for at least 15 minutes and remove contact lenses if present. If ingested, do not induce vomiting and seek immediate medical attention. Always consult a physician and provide the safety data sheet.
How to dispose of 2-chloroaniline properly?
2-chloroaniline must be disposed of as hazardous waste through licensed waste management companies in accordance with local and European waste regulations. Due to its aquatic toxicity classification (Aquatic Acute 1, Aquatic Chronic 1), it cannot be discharged into water systems or sewers. Incineration at high temperatures in authorized facilities is typically the preferred disposal method. Small quantities should be collected in appropriate containers and labeled clearly for hazardous waste pickup. Never dispose of in regular trash or down drains.
How to transport 2-chloroaniline?
2-chloroaniline is classified under ADR as Class 6.1 (toxic substances), Packing Group II, requiring specialized transport procedures. Packages must bear appropriate hazard labels and be transported by drivers with ADR certification. The substance must be packaged in UN-approved containers suitable for toxic liquids. Transport vehicles require proper placarding and emergency equipment. Documentation must include transport documents specifying the proper shipping name, UN number, and emergency response information according to dangerous goods regulations.
Is 2-chloroaniline subject to specific regulations?
2-chloroaniline is subject to REACH regulation requiring registration for import/manufacture above certain tonnages in the EU. It falls under CLP classification with mandatory labeling showing GHS06, GHS08, and GHS09 pictogrammes and 'Danger' signal word. The substance is not currently listed as SVHC (Substance of Very High Concern). Companies must comply with occupational exposure limits and environmental discharge restrictions. Additional national regulations may apply for industrial use, storage, and worker protection measures.
Where to buy 2-chloroaniline in Europe?
2-chloroaniline is available through OYSI, a European distributor specializing in technical chemicals and industrial raw materials. As an established chemical supplier, OYSI can provide 2-chloroaniline with appropriate documentation including safety data sheets, certificates of analysis, and regulatory compliance information. The company serves various European markets and can advise on proper handling, storage requirements, and regulatory compliance. Contact OYSI directly for availability, specifications, and technical support for your specific application requirements.
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Data Sources
Classification per CLP Regulation (EC) No 1272/2008. Data from ECHA and PubChem.