2,6-dimethylaniline
C8H11N
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Identification
- CAS Number
- 87-62-7
- EC Number
- 201-758-7
- UN Number
- 1711
- Index Number
- 612-161-00-X
- PubChem CID
- 6896
Physical-chemical properties
- Molecular Formula
- C8H11N
- Molar Mass
- 121.18 g/mol
- IUPAC Name
- 2,6-dimethylaniline
Chemical Identifiers
- InChI
- InChI=1S/C8H11N/c1-6-4-3-5-7(2)8(6)9/h3-5H,9H2,1-2H3
- InChI Key
- UFFBMTHBGFGIHF-UHFFFAOYSA-N
Overview
2,6-dimethylaniline (CAS 87-62-7) is an aromatic amine compound with two methyl substituents on the benzene ring adjacent to the amino group. This organic chemical belongs to the substituted aniline family and serves as an important intermediate in various industrial synthesis processes. The compound features a benzene ring with an amino group (-NH2) and two methyl groups (-CH3) positioned at the 2 and 6 positions relative to the amine functionality. This specific substitution pattern significantly influences its chemical reactivity and physical properties compared to unsubstituted aniline or other methylated variants. From a safety perspective, 2,6-dimethylaniline requires careful handling due to its classification as a Category 2 carcinogen and acute toxicity properties. The substance exhibits skin irritation potential and can cause specific target organ toxicity following single exposure. Its aquatic chronic toxicity classification necessitates proper environmental protection measures during storage, handling, and disposal. Transportation falls under ADR Class 6.1, reflecting its toxic nature. The compound finds primary applications in the production of dyes and pigments, where its aromatic amine structure enables coupling reactions essential for colorant synthesis. It also serves as an intermediate in pharmaceutical manufacturing and specialty chemical production. Like related aromatic amines such as 4-aminophenol, it plays a crucial role in developing various nitrogen-containing organic compounds through substitution and condensation reactions. Industrial users appreciate 2,6-dimethylaniline for its consistent reactivity profile in synthetic pathways, particularly in processes requiring sterically hindered aniline derivatives. The methyl substituents provide both steric hindrance and electronic effects that can be advantageous in selective chemical transformations. OYSI supplies 2,6-dimethylaniline to European industrial customers requiring reliable access to this specialized aromatic amine intermediate.
Safety & Classification
Carc. 2; Acute Tox. 4 *; Acute Tox. 4 *; Acute Tox. 4 *; STOT SE 3; Skin Irrit. 2; Aquatic Chronic 2
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
Skin Contact
Measures if substance contacts the skin
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 | 1711 |
| ADR Class | 6.1 |
| Packing Group | II |
| Tunnel Code | D/E |
| Proper Shipping Name | 2,6-Xylidin |
| Marine Pollutant | No |
Frequently Asked Questions
What is 2,6-dimethylaniline?
2,6-dimethylaniline is an aromatic amine compound with the molecular formula C8H11N and CAS number 87-62-7. It consists of an aniline structure with two methyl groups positioned at the 2 and 6 positions on the benzene ring. This organic compound has a molecular weight of 121.18 g/mol and is classified as a potential carcinogen (Category 2) with moderate acute toxicity. It appears as a crystalline solid and is primarily used as an intermediate in chemical synthesis and pharmaceutical manufacturing.
What are the physicochemical properties of 2,6-dimethylaniline?
2,6-dimethylaniline is typically a pale yellow to amber crystalline solid at room temperature with a characteristic aniline-like odor. It has limited solubility in water but dissolves readily in organic solvents such as alcohol, ether, and benzene. The compound is sensitive to light and air, which can cause oxidation and discoloration. Its aromatic amine structure makes it basic in nature, and it can form salts with acids. The presence of methyl groups affects its reactivity compared to unsubstituted aniline.
What is 2,6-dimethylaniline used for?
2,6-dimethylaniline is primarily used as an intermediate in the synthesis of pharmaceuticals, agrochemicals, and dyes. It serves as a key building block in the production of lidocaine and other local anesthetics. The compound is also utilized in the manufacture of specialized polymers, rubber chemicals, and antioxidants. In research and development, it functions as a starting material for various organic synthesis reactions. Its unique substitution pattern makes it valuable for creating specific molecular structures in fine chemical applications.
How to handle 2,6-dimethylaniline safely?
2,6-dimethylaniline requires careful handling due to its carcinogenic potential and moderate toxicity. Always wear appropriate personal protective equipment including nitrile gloves, safety goggles, and protective clothing. Work in well-ventilated areas or under fume hoods to prevent inhalation exposure. Avoid skin and eye contact completely. Use non-sparking tools and equipment as the compound may generate static electricity. Implement strict hygiene measures including washing hands thoroughly after handling and changing contaminated clothing immediately. Train all personnel on proper handling procedures before use.
How to store 2,6-dimethylaniline correctly?
2,6-dimethylaniline should be stored in tightly sealed containers in a cool, dry, well-ventilated area away from direct sunlight and heat sources. Keep containers in secondary containment to prevent spills. Store separately from strong oxidizing agents, acids, and incompatible materials. Maintain storage temperatures below 25°C to prevent degradation. Use appropriate warning labels and ensure storage areas are accessible only to authorized personnel. Regular inventory checks should be conducted to monitor container integrity and product quality. Implement appropriate fire prevention measures in storage areas.
What to do in case of contact with 2,6-dimethylaniline?
Skin contact with 2,6-dimethylaniline requires immediate removal of contaminated clothing and thorough washing with soap and water for at least 15 minutes. For eye contact, flush immediately with clean water for 15-20 minutes and seek medical attention. If inhaled, move the person to fresh air and monitor breathing. In case of ingestion, do not induce vomiting and seek immediate medical attention. For all exposure routes, contact emergency medical services promptly. Keep safety data sheets readily available and inform medical personnel about the specific chemical involved and exposure circumstances.
How to dispose of 2,6-dimethylaniline properly?
2,6-dimethylaniline must be disposed of as hazardous waste through licensed waste management companies in accordance with local and European regulations. The compound cannot be discharged to sewers, waterways, or regular waste streams due to its toxic and potentially carcinogenic properties. Small quantities may be suitable for high-temperature incineration with appropriate emission controls. All waste containers must be properly labeled and documented with waste transfer notes. Consult local environmental authorities for specific disposal requirements and approved waste treatment facilities in your region.
How to transport 2,6-dimethylaniline?
2,6-dimethylaniline is classified under ADR Class 6.1 (Toxic substances) Packing Group II, requiring specialized transport procedures for dangerous goods. Shipments must use appropriate UN-specification packaging with proper labeling including toxic substance markings. Transport vehicles need ADR certification and qualified drivers with dangerous goods training. Shipping documentation must include safety data sheets and emergency response information. The compound requires segregation from incompatible materials during transport. All packaging, marking, labeling, and documentation requirements under ADR regulations must be strictly followed for legal transportation within Europe.
Is 2,6-dimethylaniline subject to specific regulations?
2,6-dimethylaniline is regulated under European REACH and CLP regulations requiring registration for commercial use and appropriate classification and labeling as a Category 2 carcinogen. The compound may be subject to workplace exposure limits and occupational health regulations in various European countries. Its toxic properties require compliance with industrial emissions directives and waste management regulations. Companies using this chemical must implement risk management measures and may need to report usage under chemical safety reporting requirements. Always verify current regulatory status as restrictions may be updated or added over time.
Where to buy 2,6-dimethylaniline in Europe?
2,6-dimethylaniline is available through OYSI, a specialized European distributor of technical chemicals serving industrial and research customers across Europe. OYSI provides high-quality chemical products with comprehensive safety documentation, regulatory compliance support, and technical expertise. As experienced chemical distributors, OYSI ensures proper handling, packaging, and transport of hazardous materials like 2,6-dimethylaniline. Contact OYSI directly to discuss your specific requirements, quantities, and delivery options. Their technical team can provide additional support regarding applications, safety measures, and regulatory compliance for your intended use.
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Data Sources
Classification per CLP Regulation (EC) No 1272/2008. Data from ECHA and PubChem.