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 positioned ortho to the amino group on a benzene ring. This chemical substance, also known by its IUPAC name 2,6-dimethylaniline, represents an important intermediate in organic synthesis and industrial chemistry. With the molecular formula C8H11N and a molecular weight of 121.18 g/mol, this aromatic amine exhibits distinctive properties due to the steric hindrance created by the two methyl groups flanking the amino functionality. The compound's structure significantly influences its reactivity patterns compared to unsubstituted aniline or other methylated derivatives. From a safety perspective, 2,6-dimethylaniline requires careful handling protocols as it carries multiple hazard classifications including suspected carcinogenicity (Carc. 2), acute toxicity (Acute Tox. 4), skin irritation potential (Skin Irrit. 2), and specific target organ toxicity (STOT SE 3). The substance also presents aquatic chronic toxicity concerns (Aquatic Chronic 2), necessitating appropriate environmental protection measures. These hazards are reflected in its ADR classification as Class 6.1 toxic substance and the requirement for GHS08, GHS07, and GHS09 pictograms on safety labeling. Industrial applications of 2,6-dimethylaniline primarily center around its role as a chemical intermediate in the production of dyes, pigments, and pharmaceutical compounds. The compound serves as a precursor in antioxidant synthesis and finds utility in rubber chemical manufacturing. Like related aromatic amines such as 4-aminophenol, it plays a crucial role in specialized chemical synthesis where controlled reactivity is essential. OYSI maintains reliable supply chains for 2,6-dimethylaniline to support European industrial customers requiring 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 molecule with two methyl groups attached at the 2 and 6 positions on the benzene ring. With a molecular weight of 121.18 g/mol, this substance is classified as a potential carcinogen (Category 2) and presents multiple health hazards including acute toxicity and skin irritation properties.
What are the physicochemical properties of 2,6-dimethylaniline?
2,6-dimethylaniline is typically a liquid or solid aromatic amine at room temperature, appearing as a colorless to pale yellow substance. As an aromatic amine derivative, it exhibits limited water solubility but shows good solubility in organic solvents such as alcohols and ethers. The compound has a characteristic amine-like odor and is sensitive to air and light, which may cause darkening over time.
What is 2,6-dimethylaniline used for?
2,6-dimethylaniline serves primarily as a chemical intermediate in the pharmaceutical and agrochemical industries. It is used in the synthesis of various organic compounds, including dyes, pigments, and pharmaceutical active ingredients. The compound also finds application in research and development activities as a building block for more complex molecules. Due to its carcinogenic classification, its use is restricted to professional and industrial applications only.
How to handle 2,6-dimethylaniline safely?
2,6-dimethylaniline requires strict safety measures due to its carcinogenic and toxic properties. Personal protective equipment must include chemical-resistant gloves, safety goggles, and respiratory protection when handling. Work should be conducted in well-ventilated areas or under fume hoods to prevent inhalation exposure. Avoid skin and eye contact completely, and ensure emergency eyewash and safety shower facilities are readily accessible during handling operations.
How to store 2,6-dimethylaniline correctly?
2,6-dimethylaniline must be stored in tightly sealed containers in a cool, dry, and well-ventilated area away from direct sunlight and heat sources. Storage areas should be equipped with appropriate containment systems to prevent environmental release. Keep the substance away from strong oxidizing agents and acids to prevent dangerous reactions. Access should be restricted to authorized personnel only, and storage areas must comply with local regulations for carcinogenic substances.
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. In case of eye contact, flush immediately with clean water for at least 15 minutes and seek medical attention. If inhaled, move the person to fresh air immediately. For ingestion, do not induce vomiting and seek immediate medical attention. Always consult a physician in all exposure cases.
How to dispose of 2,6-dimethylaniline properly?
2,6-dimethylaniline disposal must comply with local and national hazardous waste regulations due to its carcinogenic classification and environmental hazard properties. The substance cannot be disposed of in regular waste streams and requires treatment by licensed hazardous waste disposal companies. Incineration at high temperatures in specialized facilities is typically the preferred disposal method. Empty containers may also require special handling as hazardous waste depending on local regulations.
How to transport 2,6-dimethylaniline?
2,6-dimethylaniline is classified as ADR Class 6.1 (toxic substances) Packing Group II for transportation purposes. It must be packaged in UN-approved containers with proper hazardous material labeling including GHS08, GHS07, and GHS09 pictograms. Transportation requires appropriate shipping documentation and compliance with dangerous goods regulations. Only trained personnel should handle the transportation, and emergency response information must accompany shipments.
Is 2,6-dimethylaniline subject to specific regulations?
2,6-dimethylaniline is subject to strict regulatory oversight under REACH and CLP regulations in Europe due to its carcinogenic classification. The substance requires safety data sheets and risk assessments for professional use. Special workplace exposure limits and occupational health surveillance may apply. While not currently listed as an SVHC (Substance of Very High Concern), its Carc. 2 classification subjects it to authorization requirements for certain uses.
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. OYSI provides this substance with full regulatory compliance including proper documentation and safety data sheets. As a restricted chemical due to its carcinogenic properties, purchase is limited to qualified industrial users and research institutions with appropriate handling capabilities and regulatory compliance.
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Data Sources
Classification per CLP Regulation (EC) No 1272/2008. Data from ECHA and PubChem.