2-bromo-4,6-difluoroaniline
C6H4BrF2N
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Identification
- CAS Number
- 444-14-4
- EC Number
- 429-430-0
- UN Number
- 3077
- Index Number
- 602-106-00-8
- PubChem CID
- 136285
Physical-chemical properties
- Molecular Formula
- C6H4BrF2N
- Molar Mass
- 208.00 g/mol
- IUPAC Name
- 2-bromo-4,6-difluoroaniline
Chemical Identifiers
- InChI
- InChI=1S/C6H4BrF2N/c7-4-1-3(8)2-5(9)6(4)10/h1-2H,10H2
- InChI Key
- WUJKFVGKLTWVSQ-UHFFFAOYSA-N
Overview
2-bromo-4,6-difluoroaniline (CAS 444-14-4) is a halogenated aromatic amine compound featuring both bromine and fluorine substituents on the benzene ring. This specialized chemical intermediate belongs to the family of substituted anilines, characterized by the presence of an amino group (-NH2) attached to a benzene ring that carries multiple halogen substituents. The molecular structure C6H4BrF2N incorporates strategically positioned bromine at the 2-position and fluorine atoms at the 4- and 6-positions, creating a unique reactivity profile that makes it valuable for synthetic chemistry applications. With a molecular weight of 208 g/mol, this compound exhibits properties typical of halogenated aromatic amines while offering distinct synthetic advantages due to its specific substitution pattern. The compound is classified under moderate hazard categories, requiring standard laboratory safety protocols. It carries an Acute Toxicity Category 4 classification and Aquatic Chronic Category 2 designation, necessitating proper handling procedures and environmental considerations during use and disposal. The GHS07 and GHS09 pictograms indicate both health and environmental hazard potential, emphasizing the importance of appropriate personal protective equipment and containment measures. In industrial applications, 2-bromo-4,6-difluoroaniline serves primarily as a building block in pharmaceutical intermediate synthesis, agrochemical development, and specialty chemical manufacturing. Its halogenated structure enables selective functionalization reactions, making it particularly useful in multi-step synthetic sequences. The compound shares synthetic utility with other complex intermediates like diethyl 2-[(4-ethoxyanilino)methylidene]propanedioate in pharmaceutical applications, though each offers distinct reactivity profiles for specific synthetic challenges. OYSI maintains reliable supplies of 2-bromo-4,6-difluoroaniline to support European chemical manufacturing operations, ensuring consistent quality and regulatory compliance for industrial customers.
Safety & Classification
Acute Tox. 4 *; 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
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-Brom-4,6-difluoranilin, fest |
| Marine Pollutant | No |
Frequently Asked Questions
What is 2-bromo-4,6-difluoroaniline?
2-bromo-4,6-difluoroaniline is an aromatic amine compound with the molecular formula C6H4BrF2N and CAS number 444-14-4. This halogenated aniline derivative contains both bromine and fluorine substituents on the benzene ring, giving it a molecular weight of 208 g/mol. It is classified as an acute toxicity hazard (Category 4) and poses chronic aquatic toxicity risks, requiring careful handling in industrial applications.
What are the physicochemical properties of 2-bromo-4,6-difluoroaniline?
2-bromo-4,6-difluoroaniline is typically a solid crystalline compound at room temperature due to its molecular structure and intermolecular forces. Like most halogenated anilines, it likely exhibits limited water solubility but good solubility in organic solvents. The presence of multiple halogens (bromine and fluorine) significantly influences its physical properties, including melting point, boiling point, and chemical reactivity compared to unsubstituted aniline.
What is 2-bromo-4,6-difluoroaniline used for?
2-bromo-4,6-difluoroaniline is primarily used as an intermediate in pharmaceutical synthesis and fine chemical manufacturing. Its unique substitution pattern makes it valuable for developing active pharmaceutical ingredients, agrochemicals, and specialty chemicals. The compound serves as a building block in organic synthesis, particularly in reactions requiring specific electronic and steric properties provided by the bromine and fluorine substituents on the aniline structure.
How to handle 2-bromo-4,6-difluoroaniline safely?
2-bromo-4,6-difluoroaniline requires careful handling due to its Acute Tox. 4 classification and Warning signal word. Essential personal protective equipment includes chemical-resistant gloves, safety goggles, and protective clothing. Work should be conducted in well-ventilated areas or under fume extraction systems. Avoid skin contact, inhalation, and ingestion. Handle containers carefully to prevent spills, and ensure emergency wash facilities are readily accessible during use.
How to store 2-bromo-4,6-difluoroaniline correctly?
2-bromo-4,6-difluoroaniline should be stored in a cool, dry, well-ventilated area away from heat sources and incompatible materials. Keep containers tightly sealed to prevent contamination and moisture absorption. Store away from strong oxidizers, acids, and bases that could react with the aniline functional group. Ensure storage areas comply with local chemical storage regulations and maintain appropriate temperature controls to preserve product stability and prevent degradation.
What to do in case of contact with 2-bromo-4,6-difluoroaniline?
Immediate action is required upon contact with 2-bromo-4,6-difluoroaniline due to its acute toxicity. For skin contact, remove contaminated clothing and wash thoroughly with soap and water for at least 15 minutes. In case of eye contact, flush immediately with clean water for 15 minutes while holding eyelids open. If inhaled, move to fresh air immediately. For ingestion, do not induce vomiting and seek immediate medical attention, providing the safety data sheet to medical personnel.
How to dispose of 2-bromo-4,6-difluoroaniline properly?
2-bromo-4,6-difluoroaniline must be disposed of through licensed hazardous waste management facilities due to its toxicity and environmental impact classification (Aquatic Chronic 2). Never dispose of this substance in regular waste streams, sewers, or soil. Collect waste in appropriate containers, properly labeled with contents and hazard information. Consult local environmental regulations and work with certified waste disposal companies to ensure compliance with applicable laws and environmental protection standards.
How to transport 2-bromo-4,6-difluoroaniline?
2-bromo-4,6-difluoroaniline is classified as ADR Class 9 (Miscellaneous Dangerous Substances), Packing Group III for transportation purposes. This classification requires appropriate packaging, labeling, and documentation for road transport. Packages must bear proper shipping names, UN numbers, and hazard labels. Transport should be conducted by trained personnel familiar with dangerous goods regulations, using vehicles equipped for hazardous material transport and following established routing and emergency response procedures.
Is 2-bromo-4,6-difluoroaniline subject to specific regulations?
2-bromo-4,6-difluoroaniline is subject to various European chemical regulations including REACH registration requirements and CLP classification obligations. The substance is not currently listed as a Substance of Very High Concern (SVHC), but its acute toxicity and aquatic chronic toxicity classifications impose specific labeling, safety data sheet, and handling requirements. Users must comply with occupational exposure limits, environmental discharge restrictions, and proper classification according to GHS pictograms GHS07 and GHS09.
Where to buy 2-bromo-4,6-difluoroaniline in Europe?
2-bromo-4,6-difluoroaniline is available through OYSI, a specialized European distributor of technical chemicals and pharmaceutical intermediates. OYSI provides this compound with full regulatory compliance, including proper packaging, labeling, and safety documentation required for European markets. As a professional chemical supplier, OYSI ensures product quality and regulatory adherence while offering technical support for safe handling and application guidance to industrial and research customers across Europe.
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Data Sources
Classification per CLP Regulation (EC) No 1272/2008. Data from ECHA and PubChem.