CAS Number: 139042-59-4
Chemical Name: 5-Acetyl-2-bromopyridine
IUPAC Name: 1-(6-Bromopyridin-3-yl)ethan-1-one
Synonyms:
2-Bromo-5-acetylpyridine;
5-Acetyl-2-bromopyridine;
1-(2-Bromopyridin-5-yl)ethanone
Molecular Formula: C₇H₆BrNO
Molecular Weight: ~200.03 g/mol
Appearance: Pale yellow to light brown crystalline solid
Physical State: Solid
Melting Point: Typically reported in the range of 60–80 °C (may vary depending on purity)
Boiling Point: Decomposes upon strong heating
Solubility:
Soluble in common organic solvents such as methanol, ethanol, dichloromethane, acetone, and ethyl acetate; limited solubility in water
Stability:
Stable under standard laboratory conditions; sensitive to strong oxidizing agents and prolonged exposure to moisture
Ketone group (–COCH₃)
Aryl bromide (–Br)
Pyridine heterocyclic ring
Halogenated heteroaromatic ketone / Bromopyridine derivative
SMILES (representative):
CC(=O)c1ccc(Br)nc1
InChI Key (representative):
(Varies by database; available from chemical registries)
139042-59-4 is widely used as a reactive intermediate in organic synthesis. The presence of both a bromine substituent and a ketone group enables diverse chemical transformations, including:
Suzuki–Miyaura and other palladium-catalyzed cross-coupling reactions
Nucleophilic substitution reactions
Condensation reactions involving the ketone group
Formation of heterocyclic derivatives
The bromine atom acts as a useful leaving group, while the acetyl group allows further functionalization.
5-Acetyl-2-bromopyridine is commonly utilized in:
Synthesis of pharmaceutical intermediates
Development of kinase inhibitors and CNS-active compounds
Medicinal chemistry research programs
Preparation of nitrogen-containing bioactive molecules
Pyridine-based scaffolds are frequently incorporated into drug candidates due to their favorable pharmacological properties.
Used in the manufacture of:
Crop protection intermediates
Specialty heterocyclic compounds
Ligands and catalysts
Advanced fine chemical products
Its multifunctional structure supports complex synthetic pathways in industrial chemistry.
Commonly employed in:
Academic heterocyclic chemistry research
Cross-coupling reaction development
Structure–activity relationship (SAR) studies
Catalyst and ligand design
Advanced synthetic methodology development
The combination of electrophilic bromine and reactive carbonyl functionality makes it valuable for multi-step synthesis.
Harmful if swallowed
Causes skin irritation
Causes serious eye irritation
May cause respiratory irritation
Avoid breathing dust or vapors
Wear protective gloves and eye protection
Use in a well-ventilated laboratory
Store away from strong oxidizing agents
Typical Purity: 97–99% (Research and Industrial Grade)
Storage Conditions:
Store in a tightly sealed container
Keep in a cool, dry, well-ventilated area
Protect from moisture and direct sunlight
Commercial Use:
Available from specialty chemical manufacturers for research, pharmaceutical intermediate production, and industrial heterocyclic synthesis applications.
Not intended for direct pharmaceutical, food, or diagnostic use without regulatory compliance.
139042-59-4 (5-ACETYL-2-BROMOPYRIDINE) is a valuable halogenated heteroaromatic ketone widely utilized in pharmaceutical, agrochemical, and fine chemical synthesis. Its reactive bromine substituent and acetyl functionality provide excellent versatility in cross-coupling and carbonyl-based transformations, making it an essential building block in advanced medicinal and synthetic chemistry applications.
As a trusted manufacturer and supplier in Hyderabad, SriniChem provides high-quality 139042-59-4 (5-ACETYL-2-BROMOPYRIDINE) produced under strict quality control standards. Our product, with CAS No: 139042-59-4, is suitable for both research and industrial use. Choose SriniChem for reliable supply, technical expertise, and customer-focused service. Contact SriniChem today for 5-ACETYL-2-BROMOPYRIDINE.
