Manufacturer: Hangzhou Royalchem Co.,LTD.
Website: www.cnroyalchem.com
Product Name: N-(2-Bromo-3-fluorophenyl)acetamide
CAS Number: 1313227-96-1
Synonyms:
Acetamide, N-(2-bromo-3-fluorophenyl)-
2'-Bromo-3'-fluoroacetanilide
N-Acetyl-2-bromo-3-fluoroaniline
Molecular Formula: C₈H₇BrFNO
Molecular Weight: 232.05 g/mol
Core Structure: Substituted aniline (acetanilide derivative).
Substituents:
Bromo (Br) at the ortho position (Carbon 2) relative to the acetamide group (-NHCOCH₃).
Fluoro (F) at the meta position (Carbon 3) relative to the acetamide group.
Physical Properties (Typical)
Appearance: White to off-white crystalline solid or powder.
Melting Point: ~138-140 °C (literature/reported values).
Solubility:
Soluble in common organic solvents (e.g., Dichloromethane (DCM), Chloroform, Ethyl Acetate, Acetone, Dimethylformamide (DMF), Dimethyl Sulfoxide (DMSO)).
Sparingly soluble or insoluble in water.
Storage & Handling
Storage Conditions: Store in a cool, dry place. Keep container tightly closed under an inert atmosphere (e.g., nitrogen or argon). Recommended storage temperature: 2-8°C (refrigerated) for long-term stability.
Shelf Life: Stable for at least 1-2 years when stored properly under recommended conditions.
Handling: Handle with care using appropriate personal protective equipment (PPE) including lab coat, gloves (nitrile), and safety glasses. Use in a well-ventilated area or fume hood. Avoid contact with skin, eyes, and clothing. Avoid inhalation of dust.
Safety Information (GHS Hazard Statements - Typical)
H302: Harmful if swallowed.
H315: Causes skin irritation.
H319: Causes serious eye irritation.
H335: May cause respiratory irritation.
H317: May cause an allergic skin reaction (Sensitization, Skin - Sens. 1). (Note: Acetanilide derivatives can sometimes be sensitizers; this classification depends on specific testing data but is a common precautionary label).
Precautionary Statements (P-Codes):
P261: Avoid breathing dust/fume/gas/mist/vapours/spray.
P264: Wash hands thoroughly after handling.
P270: Do not eat, drink or smoke when using this product.
P271: Use only outdoors or in a well-ventilated area.
P272: Contaminated work clothing should not be allowed out of the workplace.
P280: Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352: IF ON SKIN: Wash with plenty of soap and water.
P305+P351+P338: IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
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 in accordance with local/regional/national/international regulations.
Applications
Key Intermediate in Organic Synthesis: Primarily used as a building block for the synthesis of more complex molecules, particularly in the pharmaceutical and agrochemical industries.
Pharmaceutical Intermediates: The presence of both bromine and fluorine atoms, as well as the protected aniline functionality (acetamide), makes it a versatile precursor. It can be used in:
Cross-Coupling Reactions: The bromine atom is highly amenable to palladium-catalyzed cross-coupling reactions (e.g., Suzuki, Stille, Negishi, Sonogashira) to introduce aryl, alkenyl, or alkynyl groups at the 2-position.
Directed Ortho Metalation (DoM): The acetamide group can act as a directing group for lithiation adjacent to it (ortho to the amide), allowing for further functionalization (though the ortho bromine might interfere/complicate).
Functional Group Interconversion: The acetamide can be hydrolyzed back to the corresponding aniline (2-bromo-3-fluoroaniline) under acidic or basic conditions. This free aniline is also a valuable intermediate.
Synthesis of Heterocycles: Can serve as a starting material for the construction of various nitrogen-containing heterocyclic scaffolds.
Agrochemical Research: Potential intermediate in the development of novel pesticides or herbicides.
Material Science Research: Used in the synthesis of specialty polymers or functional materials.
