2-nitroaniline
C6H6N2O2
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Identification
- CAS Number
- 88-74-4
- EC Number
- 201-855-4
- UN Number
- 1661
- Index Number
- 612-012-00-9
- PubChem CID
- 6946
Physical-chemical properties
- Molecular Formula
- C6H6N2O2
- Molar Mass
- 138.12 g/mol
- IUPAC Name
- 2-nitroaniline
Chemical Identifiers
- InChI
- InChI=1S/C6H6N2O2/c7-5-3-1-2-4-6(5)8(9)10/h1-4H,7H2
- InChI Key
- DPJCXCZTLWNFOH-UHFFFAOYSA-N
Overview
2-Nitroaniline (CAS 88-74-4) is an aromatic amine compound with significant industrial applications and notable toxicological properties. This yellow to orange crystalline solid, also known by its IUPAC name 2-nitroaniline, serves as a crucial intermediate in the synthesis of dyes, pharmaceuticals, and other organic compounds. With the molecular formula C6H6N2O2 and a molecular weight of 138.12 g/mol, this substance belongs to the nitroaniline family of compounds that are widely used in chemical manufacturing processes. The compound exhibits characteristic properties of both aniline and nitro functional groups, making it a versatile building block in organic synthesis. Its chemical structure features an amino group and a nitro group attached to a benzene ring in ortho position, which influences its reactivity patterns and applications. Like other aromatic amines such as N-methylaniline, 2-nitroaniline requires careful handling due to its toxicological profile. Safety considerations are paramount when working with 2-nitroaniline, as it carries hazard classifications including Acute Toxicity Category 3 for multiple exposure routes and Specific Target Organ Toxicity (Repeated Exposure) Category 2. The substance displays GHS pictograms GHS06 and GHS08, with "Danger" as the signal word, reflecting its potential health impacts. Transportation falls under ADR Class 6.1, indicating its classification as a toxic substance. Primary industrial applications include its use as an intermediate in dye manufacturing, particularly for azo dyes, and in pharmaceutical synthesis where it serves as a precursor for various active compounds. The chemical industry also utilizes 2-nitroaniline in the production of antioxidants and other specialty chemicals. OYSI provides 2-nitroaniline to meet the demanding requirements of European chemical manufacturers, ensuring consistent quality and regulatory compliance for industrial applications.
Safety & Classification
Acute Tox. 3 *; Acute Tox. 3 *; Acute Tox. 3 *; STOT RE 2 *; Aquatic Chronic 3
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 | 1661 |
| ADR Class | 6.1 |
| Packing Group | II |
| Tunnel Code | D/E |
| Proper Shipping Name | 2-Nitroanilin, geschmolzen |
| Marine Pollutant | No |
Frequently Asked Questions
What is 2-nitroaniline?
2-nitroaniline is an aromatic amine compound with the chemical formula C6H6N2O2 and CAS number 88-74-4. This organic chemical features both an amino group (-NH2) and a nitro group (-NO2) attached to a benzene ring in ortho position. With a molecular weight of 138.12 g/mol, it appears as a yellow to orange crystalline solid and is classified as a hazardous substance requiring careful handling due to its acute toxicity properties.
What are the physicochemical properties of 2-nitroaniline?
2-nitroaniline is a yellow to orange crystalline solid at room temperature with a molecular weight of 138.12 g/mol. It has a melting point around 71-73°C and exhibits limited solubility in water but dissolves well in organic solvents like ethanol and acetone. The compound has a characteristic aromatic odor and is stable under normal conditions, though it should be protected from strong oxidizing agents and excessive heat.
What is 2-nitroaniline used for?
2-nitroaniline is primarily used as an intermediate in the synthesis of dyes, pigments, and pharmaceuticals. It serves as a key building block in the production of azo dyes, particularly orange and red colorants used in textiles and printing inks. The compound is also utilized in the manufacture of antioxidants, rubber chemicals, and as a precursor for various organic synthesis reactions in the chemical industry.
How to handle 2-nitroaniline safely?
2-nitroaniline requires careful handling due to its Acute Tox. 3 classification and DANGER signal word. Always wear appropriate personal protective equipment including chemical-resistant gloves, safety goggles, and respiratory protection when handling. Work in well-ventilated areas or under fume hoods to avoid inhalation. Prevent skin and eye contact, and ensure emergency washing facilities are readily available. Handle with non-sparking tools and avoid generating dust.
How to store 2-nitroaniline correctly?
2-nitroaniline should be stored in a cool, dry, well-ventilated area away from heat sources, direct sunlight, and incompatible materials. Keep containers tightly closed and properly labeled in secondary containment. Store away from strong oxidizing agents, acids, and bases to prevent dangerous reactions. Maintain storage temperatures below 25°C and ensure the storage area is equipped with appropriate fire suppression systems and spill containment measures.
What to do in case of contact with 2-nitroaniline?
In case of skin contact with 2-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 and seek medical attention. For eye contact, rinse continuously with clean water for at least 15 minutes. If ingested, do not induce vomiting and seek immediate medical attention. Always consult a physician in all cases of exposure.
How to dispose of 2-nitroaniline appropriately?
2-nitroaniline must be disposed of as hazardous waste according to local, national, and EU regulations. Never discharge into sewers, waterways, or soil due to its environmental toxicity classification (Aquatic Chronic 3). Contact licensed hazardous waste disposal companies for proper treatment and disposal. Small quantities should be collected in appropriate containers, properly labeled, and stored in designated hazardous waste areas until professional disposal can be arranged.
How to transport 2-nitroaniline?
2-nitroaniline is classified under ADR Class 6.1 (Toxic substances), Packing Group II, requiring specific transport regulations compliance. It must be packaged in UN-approved containers with appropriate hazard labels and documentation. Transport vehicles need proper placarding, and drivers require ADR certification. The substance should be segregated from food, animal feed, and incompatible chemicals during transport. Ensure emergency response information is available during shipment.
Is 2-nitroaniline subject to specific regulations?
2-nitroaniline is subject to various European regulations including REACH registration requirements and CLP classification as Acute Tox. 3 and STOT RE 2. While not currently listed as an SVHC substance, it requires safety data sheets and appropriate labeling with GHS06 and GHS08 pictograms. Industrial users must comply with occupational exposure limits and environmental discharge restrictions under various EU directives governing chemical safety and environmental protection.
Where to buy 2-nitroaniline in Europe?
2-nitroaniline is available through OYSI, a specialized European distributor of industrial chemicals. As an established supplier, OYSI provides quality-assured 2-nitroaniline with full regulatory documentation including safety data sheets and certificates of analysis. Our distribution network covers major European markets, ensuring reliable supply for industrial applications while maintaining strict compliance with all relevant chemical regulations and safety standards.
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Data Sources
Classification per CLP Regulation (EC) No 1272/2008. Data from ECHA and PubChem.