Product Specification: 2,4-Dibromo-5-fluoroaniline
1. Chemical Identification
Product Name: 2,4-Dibromo-5-fluoroaniline
Synonyms:
5-Fluoro-2,4-dibromoaniline
Benzenamine, 2,4-dibromo-5-fluoro-
2,4-Dibromo-5-fluoroaniline
CAS Registry Number: 1000578-04-0
Molecular Formula: C₆H₄Br₂FN
Molecular Weight: 268.91 g/mol
2 . Physical and Chemical Properties
Appearance: Typically white to off-white or pale yellow crystalline powder or solid. Color can vary slightly between batches.
Melting Point: Approximately 85-90 °C (Literature value, confirm with specific batch analysis). Note: Values may vary slightly depending on purity and measurement method.
Boiling Point: Not readily available / decomposes before boiling.
Density: Not typically specified for solids of this type.
Solubility:
Soluble in: Common organic solvents such as methanol, ethanol, ethyl acetate, dichloromethane (DCM), chloroform, tetrahydrofuran (THF), dimethylformamide (DMF), dimethyl sulfoxide (DMSO). Limited solubility in water.
Insoluble in: Water, hexane.
Stability: Stable under recommended storage conditions. Air and moisture stable for short periods, but prolonged exposure may lead to oxidation or degradation. Light sensitive.
Refractive Index: Not typically specified.
Flash Point: Not readily available / not classified as flammable.
Purity (Typical): ≥95% (GC/HPLC). Higher purities (e.g., 97%, 98%, 99%) are often available upon request or from specific suppliers. Always check the Certificate of Analysis (CoA) for the specific batch.
Impurities (Potential): May include traces of starting materials (e.g., 5-fluoroaniline), regioisomers, di-brominated isomers, tri-brominated compounds, or oxidation products.
3 . Spectral Data (Characteristic)
Infrared Spectroscopy (IR): Expected peaks for N-H stretch (~3400-3500 cm⁻¹), aromatic C-H stretch (~3000-3100 cm⁻¹), C=C stretch (~1500-1600 cm⁻¹), C-Br stretch (~500-700 cm⁻¹), C-F stretch (~1000-1300 cm⁻¹), and amine deformation (~1600-1650 cm⁻¹).
Nuclear Magnetic Resonance (NMR):
¹H NMR (DMSO-d₆ or CDCl₃): Characteristic aromatic proton signals (pattern depends on solvent) and the NH₂ protons (broad singlet, exchangeable).
¹³C NMR (DMSO-d₆ or CDCl₃): Characteristic aromatic carbon signals, distinguishable based on substitution pattern (Br, F effects).
¹⁹F NMR: Characteristic singlet for the fluorine atom.
Mass Spectrometry (MS): Molecular ion peak [M]⁺ or [M+H]⁺ at m/z 268/270/272 (characteristic Br isotope pattern), and fragment ions corresponding to loss of NH₂, Br, etc.
4 . Application
Primary Use: Intermediate in Organic Synthesis.
Key Applications:
Pharmaceutical Intermediates: Crucial building block for synthesizing more complex molecules, particularly those containing substituted anilines, for drug discovery and development. The bromine atoms offer sites for further functionalization (e.g., Suzuki coupling, Buchwald-Hartwig amination).
Agrochemical Intermediates: Used in the synthesis of herbicides, fungicides, or insecticides.
Material Science: Potential precursor for dyes, pigments, or functional polymers.
Ligand Synthesis: Can be used to synthesize novel ligands for catalysts.
Research & Development: General building block in academic and industrial R&D labs exploring new chemical reactions or synthesizing target molecules.
5 . Handling and Storage
Handling:
Handle in a well-ventilated area (e.g., fume hood).
Wear appropriate personal protective equipment (PPE): Safety glasses, chemical-resistant gloves (e.g., nitrile), and lab coat.
Avoid contact with skin, eyes, and clothing.
Avoid breathing dust or vapors (if heated/solvated).
Avoid formation of dust. Use dust suppression methods if generating significant quantities of powder.
Wash hands thoroughly after handling.
Storage:
Store in a cool, dry, well-ventilated place.
Keep container tightly closed and sealed.
Protect from light. Store in amber glass bottles or opaque containers.
Store away from incompatible materials (strong oxidizing agents, strong acids).
Store under an inert atmosphere (e.g., nitrogen or argon) for long-term stability, especially if high purity is critical.
6 . Safety Information
Hazard Statements (GHS - Typical): (Specific classification depends on purity and supplier assessment; ALWAYS consult the SDS )
H302: Harmful if swallowed.
H312: Harmful in contact with skin.
H315: Causes skin irritation.
H319: Causes serious eye irritation.
H332: Harmful if inhaled.
H335: May cause respiratory irritation.
H351: Suspected of causing cancer. (Category 2 - Particularly relevant due to the aniline moiety; a common classification for many substituted anilines )
Precautionary Statements (GHS):
P261: Avoid breathing dust/fume/gas/mist/vapours/spray.
P264: Wash skin thoroughly after handling.
P270: Do not eat, drink or smoke when using this product.
P271: Use only outdoors or in a well-ventilated area.
P280: Wear protective gloves/protective clothing/eye protection/face protection.
P301+P312: IF SWALLOWED: Call a POISON CENTER or doctor/physician if you feel unwell.
P302+P352: IF ON SKIN: Wash with plenty of soap and water.
P304+P340: IF INHALED: Remove victim to fresh air and keep at rest in a position comfortable for breathing.
P305+P351+P338: IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
P312: Call a POISON CENTER or doctor/physician if you feel unwell.
P321: Specific treatment (see ... on this label or SDS).
P330: Rinse mouth.
P332+P313: If skin irritation occurs: Get medical advice/attention.
P337+P313: If eye irritation persists: Get medical advice/attention.
P362+P364: Take off contaminated clothing and wash it before reuse.
P403+P233: Store in a well-ventilated place. Keep container tightly closed.
P405: Store locked up.
P501: Dispose of contents/container to an approved waste disposal plant in accordance with local regulations.
Safety Data Sheet (SDS): ALWAYS obtain and review the latest Safety Data Sheet (SDS) from the specific supplier before handling or using this chemical. The SDS contains the definitive hazard classification, handling, storage, disposal, and emergency response information.
7 . Disposal
Dispose of waste and containers in accordance with all applicable local, regional, national, and international regulations.
Do not dispose of into drains or the environment.
Consult the SDS and local waste disposal authorities for appropriate methods. Often requires disposal as hazardous waste due to halogen and amine content.
