What Is 5-Bromo-2-chlorobenzamide?

5-Bromo-2-chlorobenzamide (CAS registry; molecular formula C₇H₅BrClNO; MW ≈ 234.48 g/mol) is an aromatic amide bearing two halogen substituents — a bromine atom at the 5-position and a chlorine atom at the 2-position of the benzene ring — together with a primary amide (–CONH₂) group. The combination of two different halogens on the ring makes this compound particularly attractive as a bifunctional synthetic building block: each halogen can participate independently in selective cross-coupling reactions (e.g., Suzuki, Buchwald–Hartwig, or Ullmann-type couplings), enabling the sequential or orthogonal elaboration of complex molecular architectures.

As a solid aromatic intermediate, it is stable under standard laboratory conditions and is supplied by Aladdin Scientific under SKU B731523 for use in research-scale synthesis.

Key Physicochemical Properties and Storage

Understanding the physicochemical profile of 5-Bromo-2-chlorobenzamide is essential for correct handling and experimental planning:

• Appearance: Typically a white to off-white crystalline solid.
• Solubility: Moderately soluble in polar organic solvents such as DMSO, DMF, and ethanol; sparingly soluble in water due to the hydrophobic halogenated aryl ring.
• Stability: Stable under normal ambient conditions when kept away from strong bases, strong acids, and moisture.
• Storage: Store in a tightly sealed container in a cool, dry, well-ventilated area, away from light and incompatible materials. Room-temperature storage is generally acceptable for short-term use; refrigeration (2–8 °C) is recommended for long-term preservation of purity.
• Hygroscopicity: Not significantly hygroscopic, but routine precautions against moisture uptake are advised when handling the compound in humid environments.

Note: Confirm exact melting point, solubility data, and purity specification from the Certificate of Analysis (CoA) shipped with each lot.

Safety and Handling Guidance

5-Bromo-2-chlorobenzamide should be handled in accordance with standard laboratory chemical safety practices. Although it is not classified as acutely highly toxic, precautions are warranted due to the presence of halogen substituents:

• Personal Protective Equipment (PPE): Wear appropriate lab coat, nitrile gloves, and safety goggles when handling. Avoid inhalation of dust.
• Ventilation: Use a fume hood when weighing or dissolving larger quantities.
• First Aid: In case of skin or eye contact, flush immediately with copious water. Consult the Safety Data Sheet (SDS) for full emergency procedures.
• Waste Disposal: Dispose of waste in accordance with local, national, and institutional regulations governing halogenated organic compounds.

Always consult the current SDS provided by Aladdin Scientific before use. SDS details supersede any general guidance given here.

Common Laboratory Applications

5-Bromo-2-chlorobenzamide serves multiple roles in synthetic and medicinal chemistry laboratories:

1. Cross-Coupling Chemistry: The C–Br bond is more reactive than the C–Cl bond toward palladium-catalyzed cross-coupling reactions (e.g., Suzuki–Miyaura, Negishi, Sonogashira). This reactivity difference allows chemists to selectively functionalize the bromo position first, then use the remaining chloro group in a subsequent step, enabling sequential diversification.
2. Pharmaceutical Intermediate Synthesis: Halogenated benzamides are privileged scaffolds in drug discovery. The benzamide core appears in a broad range of bioactive molecules, and the presence of halogen atoms modulates lipophilicity, metabolic stability, and target binding interactions.
3. Herbicide and Agrochemical Research: Chloro- and bromo-substituted benzamide derivatives have documented relevance in agrochemical research, making this compound a potential starting material for the synthesis of candidate agrochemical molecules.
4. Building Block for Heterocycle Synthesis: The amide nitrogen and the adjacent chloro substituent can participate in cyclization reactions to generate benzoxazole, benzothiazole, or other heterocyclic ring systems relevant to drug discovery programs.

Ordering and Quality Assurance

5-Bromo-2-chlorobenzamide is available from Aladdin Scientific under catalog number B731523. When placing an order or evaluating the product, consider the following:

• Purity: Confirm the purity grade from the product page or Certificate of Analysis (CoA). Research-grade material is typically characterized by HPLC and/or NMR analysis. Contact Aladdin Scientific technical support for lot-specific CoA documents.
• Pack Sizes: Multiple quantities may be available to suit both exploratory research and larger-scale synthetic needs. Check the current product listing for available pack sizes and pricing.
• Lead Time: Standard catalog items are generally dispatched promptly; confirm current stock availability and lead time at the time of ordering.
• Returns and Quality Complaints: Aladdin Scientific's standard returns and refund policy applies. If the received material does not meet the stated specification, contact customer service with the lot number and CoA for resolution.