2,6-dichloro-4-(trifluoromethyl)aniline
C7H4Cl2F3N
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Identification
- CAS Number
- 24279-39-8
- EC Number
- 416-430-0
- UN Number
- 3077
- Index Number
- 612-212-00-6
- PubChem CID
- 141094
Physical-chemical properties
- Molecular Formula
- C7H4Cl2F3N
- Molar Mass
- 230.01 g/mol
- IUPAC Name
- 2,6-dichloro-4-(trifluoromethyl)aniline
Chemical Identifiers
- InChI
- InChI=1S/C7H4Cl2F3N/c8-4-1-3(7(10,11)12)2-5(9)6(4)13/h1-2H,13H2
- InChI Key
- ITNMAZSPBLRJLU-UHFFFAOYSA-N
Overview
2,6-dichloro-4-(trifluoromethyl)aniline (CAS 24279-39-8) is a halogenated aromatic amine featuring both chlorine and trifluoromethyl substituents on the benzene ring. This specialized chemical compound belongs to the family of substituted anilines, characterized by its unique combination of electron-withdrawing groups that significantly influence its reactivity and properties. The molecular structure consists of an aniline backbone with two chlorine atoms at positions 2 and 6, and a trifluoromethyl group at position 4, resulting in a highly functionalized aromatic compound with distinctive chemical behavior. The presence of multiple halogen substituents makes this compound particularly valuable in pharmaceutical and agrochemical synthesis, where such structural motifs are often incorporated into active ingredients to enhance biological activity and metabolic stability. The trifluoromethyl group is especially prized in medicinal chemistry for its ability to improve lipophilicity and metabolic resistance of drug candidates. From a safety perspective, 2,6-dichloro-4-(trifluoromethyl)aniline requires careful handling due to its classification as an acute toxicant and skin sensitizer. The compound exhibits moderate acute toxicity and can cause skin irritation, necessitating appropriate personal protective equipment during handling. Its aquatic toxicity classification emphasizes the importance of proper containment and disposal procedures to prevent environmental contamination. Industrial applications primarily focus on its role as an intermediate in pharmaceutical synthesis and specialty chemical manufacturing. The compound serves as a building block for various bioactive molecules and can be found in synthetic pathways alongside other halogenated intermediates. Its structural similarity to compounds like 2,2,2-trichloro-1,1-bis(4-chlorophenyl)ethanol reflects the broader utility of polyhalogenated aromatics in specialized chemical applications. OYSI maintains reliable supply chains for this technical-grade chemical intermediate to support European pharmaceutical and specialty chemical manufacturers.
Safety & Classification
Acute Tox. 4 *; Acute Tox. 4 *; Skin Irrit. 2; Skin Sens. 1; 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
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 | 3077 |
| ADR Class | 9 |
| Packing Group | III |
| Tunnel Code | - |
| Proper Shipping Name | 2,6-Dichlor-4-(trifluormethyl)anilin, fest |
| Marine Pollutant | No |
Frequently Asked Questions
What is 2,6-dichloro-4-(trifluoromethyl)aniline?
2,6-dichloro-4-(trifluoromethyl)aniline is an aromatic amine compound with the molecular formula C7H4Cl2F3N and CAS number 24279-39-8. This halogenated aniline derivative features two chlorine atoms at positions 2 and 6, and a trifluoromethyl group at position 4 on the benzene ring. With a molecular weight of 230.01 g/mol, it belongs to the class of substituted anilines commonly used in chemical synthesis and industrial applications.
What are the physicochemical properties of 2,6-dichloro-4-(trifluoromethyl)aniline?
2,6-dichloro-4-(trifluoromethyl)aniline typically appears as a crystalline solid at room temperature due to its aromatic structure and multiple halogen substituents. The presence of electron-withdrawing chlorine and trifluoromethyl groups affects its solubility profile, generally making it less soluble in water but more soluble in organic solvents. The compound's physical properties are influenced by intermolecular interactions between the halogenated aromatic rings.
What is 2,6-dichloro-4-(trifluoromethyl)aniline used for?
2,6-dichloro-4-(trifluoromethyl)aniline serves as an important intermediate in pharmaceutical and agrochemical synthesis. The compound is primarily used in the production of pesticides, herbicides, and pharmaceutical active ingredients where halogenated aniline derivatives are required. Its unique substitution pattern makes it valuable for creating molecules with specific biological activities, particularly in crop protection products and specialized chemical manufacturing processes.
How to handle 2,6-dichloro-4-(trifluoromethyl)aniline safely?
2,6-dichloro-4-(trifluoromethyl)aniline requires careful handling due to its acute toxicity and skin sensitization properties. Essential personal protective equipment includes chemical-resistant gloves, safety goggles, and protective clothing to prevent skin contact. Work should be conducted in well-ventilated areas or under fume hoods to avoid inhalation. The compound carries GHS07 and GHS09 pictograms, indicating health and environmental hazards that require appropriate safety measures during handling.
How to store 2,6-dichloro-4-(trifluoromethyl)aniline correctly?
2,6-dichloro-4-(trifluoromethyl)aniline should be stored in a cool, dry, well-ventilated area away from heat sources and incompatible materials. Keep containers tightly closed and protected from moisture and light to maintain product stability. Due to its environmental hazard classification (Aquatic Acute 1), storage areas must have appropriate containment measures to prevent environmental release. Store separately from strong oxidizing agents and acids to avoid potential reactions.
What to do in case of contact with 2,6-dichloro-4-(trifluoromethyl)aniline?
2,6-dichloro-4-(trifluoromethyl)aniline contact requires immediate first aid due to its skin irritation and sensitization properties. For skin contact, immediately remove contaminated clothing and wash the affected area thoroughly with soap and water for at least 15 minutes. In case of eye contact, flush with clean water for 15 minutes and seek medical attention. If inhaled, move to fresh air immediately. Always seek professional medical advice after any significant exposure.
How to dispose of 2,6-dichloro-4-(trifluoromethyl)aniline properly?
2,6-dichloro-4-(trifluoromethyl)aniline disposal must follow strict environmental regulations due to its aquatic toxicity classification. The compound should never be discharged to sewers, waterways, or soil. Disposal must be conducted through licensed waste management companies specializing in hazardous chemical waste. Incineration at approved high-temperature facilities is typically the preferred method, ensuring complete destruction while preventing environmental contamination and complying with local waste regulations.
How to transport 2,6-dichloro-4-(trifluoromethyl)aniline?
2,6-dichloro-4-(trifluoromethyl)aniline is classified as ADR Class 9 (Miscellaneous dangerous goods), Packing Group III for transport purposes. This classification requires appropriate packaging, labeling, and documentation according to dangerous goods regulations. Shipments must use UN-approved packaging and display proper hazard labels including GHS07 and GHS09 pictograms. Transportation should only be conducted by carriers trained in dangerous goods handling and familiar with emergency response procedures.
Is 2,6-dichloro-4-(trifluoromethyl)aniline subject to specific regulations?
2,6-dichloro-4-(trifluoromethyl)aniline is regulated under European REACH and CLP regulations, requiring registration and proper classification. While not currently listed as a Substance of Very High Concern (SVHC), its hazard profile including acute toxicity and environmental impact subjects it to standard chemical safety requirements. Manufacturers and importers must comply with safety data sheet provisions, exposure assessments, and risk management measures under REACH legislation.
Where to buy 2,6-dichloro-4-(trifluoromethyl)aniline in Europe?
2,6-dichloro-4-(trifluoromethyl)aniline is available through OYSI, a specialized European distributor of technical chemicals and pharmaceutical intermediates. OYSI provides this compound to qualified industrial customers with appropriate handling capabilities and regulatory compliance. As a professional chemical distributor, OYSI ensures proper documentation, safety data sheets, and regulatory compliance for shipments throughout Europe, serving pharmaceutical, agrochemical, and specialty chemical industries.
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Data Sources
Classification per CLP Regulation (EC) No 1272/2008. Data from ECHA and PubChem.