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 featuring multiple halogen substituents on the benzene ring. This specialized chemical compound belongs to the class of substituted anilines, characterized by the presence of bromine at the ortho position and two fluorine atoms at the meta positions relative to the amino group. The molecular formula C6H4BrF2N reflects its structure with a molecular weight of 208 g/mol, making it a moderately sized aromatic intermediate with distinct chemical properties derived from its halogen substitution pattern. The compound exhibits moderate acute toxicity (Acute Tox. 4) and poses chronic aquatic environmental risks (Aquatic Chronic 2), requiring careful handling protocols in industrial applications. Its classification under ADR Class 9 indicates it falls under miscellaneous dangerous substances for transportation purposes. The presence of both electron-withdrawing fluorine atoms and the larger bromine substituent significantly influences its reactivity profile, making it valuable for specific synthetic transformations in pharmaceutical and agrochemical manufacturing. Primary industrial applications include its use as an intermediate in pharmaceutical synthesis, particularly in the development of fluorinated drug compounds where the difluoro substitution pattern is crucial for biological activity. The compound also serves as a building block in agrochemical production and as a precursor for advanced materials synthesis. Unlike simpler compounds such as diethyl 2-[(4-ethoxyanilino)methylidene]propanedioate, this halogenated aniline offers unique reactivity patterns essential for specialized chemical transformations. The bromine atom provides an excellent leaving group for nucleophilic substitution reactions, while the fluorine atoms contribute to metabolic stability and bioavailability in pharmaceutical applications. OYSI maintains reliable supplies of 2-bromo-4,6-difluoroaniline to support European chemical manufacturing operations.
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 one bromine atom and two fluorine atoms attached to the benzene ring, along with an amino group. With a molecular weight of 208 g/mol, it belongs to the class of substituted anilines commonly used as chemical intermediates in pharmaceutical and agrochemical synthesis.
What are the physicochemical properties of 2-bromo-4,6-difluoroaniline?
2-bromo-4,6-difluoroaniline is typically a crystalline solid at room temperature with a molecular weight of 208 g/mol. As a halogenated aromatic amine, it exhibits limited water solubility but good solubility in organic solvents such as alcohols and aromatic hydrocarbons. The presence of multiple halogen substituents affects its melting point, boiling point, and chemical reactivity compared to unsubstituted aniline, making it a stable intermediate under normal conditions.
What is 2-bromo-4,6-difluoroaniline used for?
2-bromo-4,6-difluoroaniline is primarily used as a chemical intermediate in pharmaceutical and agrochemical synthesis. Its multiple halogen substituents make it valuable for creating complex molecules through various coupling reactions, nucleophilic substitutions, and other organic transformations. The compound serves as a building block in the production of active pharmaceutical ingredients, pesticides, and specialty chemicals where specific substitution patterns are required for biological activity.
How to handle 2-bromo-4,6-difluoroaniline safely?
2-bromo-4,6-difluoroaniline requires careful handling due to its Acute Tox. 4 classification. Personal protective equipment should include chemical-resistant gloves, safety goggles, and appropriate respiratory protection when handling powders or in poorly ventilated areas. Work in well-ventilated spaces or under fume hoods to avoid inhalation. Prevent skin and eye contact, and ensure immediate access to eyewash stations and safety showers. Follow good laboratory practices and avoid eating, drinking, or smoking in work areas.
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 direct sunlight and heat sources. Keep containers tightly closed and store in original packaging with proper labeling. Due to its Aquatic Chronic 2 classification, ensure storage areas have appropriate containment measures to prevent environmental release. Store away from incompatible materials such as strong oxidizing agents, acids, and bases. Maintain storage temperature as recommended by the supplier to preserve product stability.
What to do in case of contact with 2-bromo-4,6-difluoroaniline?
In case of skin contact with 2-bromo-4,6-difluoroaniline, immediately remove contaminated clothing and wash affected area thoroughly with soap and water for at least 15 minutes. For eye contact, flush immediately with clean water for 15 minutes while holding eyelids open. If inhaled, move to fresh air and seek medical attention if respiratory irritation occurs. In case of ingestion, do not induce vomiting and seek immediate medical attention. Always consult safety data sheets for complete first aid procedures.
How to dispose of 2-bromo-4,6-difluoroaniline properly?
2-bromo-4,6-difluoroaniline must be disposed of as hazardous waste according to local, national, and European regulations. Due to its environmental classification (Aquatic Chronic 2), prevent release to waterways and soil. Contact licensed hazardous waste disposal companies for proper treatment and disposal. Small laboratory quantities may require incineration at appropriate high-temperature facilities. Never dispose of this substance through regular waste streams or sewage systems. Maintain disposal records as required by regulations.
How to transport 2-bromo-4,6-difluoroaniline?
2-bromo-4,6-difluoroaniline is classified as ADR Class 9 (Miscellaneous dangerous goods), Packing Group III for transport purposes. This classification requires appropriate packaging, marking, and documentation according to ADR regulations. Use UN-specification packaging and ensure proper labeling with hazard markings. Transport vehicles must comply with ADR requirements including equipment and driver training. Shipping documents must include proper shipping names, hazard classes, and emergency response information as mandated by dangerous goods regulations.
Is 2-bromo-4,6-difluoroaniline subject to specific regulations?
2-bromo-4,6-difluoroaniline is subject to European REACH regulation and requires registration for commercial use above tonnage thresholds. It must be classified and labeled according to CLP regulation with Warning signal word and appropriate GHS pictograms (GHS07, GHS09). The substance is not currently listed as SVHC (Substance of Very High Concern). Companies using this chemical must comply with occupational exposure limits, environmental discharge requirements, and maintain safety data sheets with current hazard information.
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 documentation including safety data sheets, certificates of analysis, and REACH compliance information. As an established chemical distributor, OYSI ensures proper packaging, labeling, and transport according to European regulations. Contact OYSI directly for availability, specifications, and technical support for your specific application requirements.
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Data Sources
Classification per CLP Regulation (EC) No 1272/2008. Data from ECHA and PubChem.