Chemical Identity and Physicochemical Properties

5-Bromo-2-chlorobenzamide (SKU B731523) is an aromatic amide bearing both bromine and chlorine substituents on the benzene ring. Its molecular formula is C₇H₅BrClNO with a molecular weight of approximately 234.48 g/mol. The compound features an amide functional group (–CONH₂) at the 1-position, a chlorine atom at the 2-position (ortho), and a bromine atom at the 5-position (para relative to the amide) of the benzene ring.

The presence of two different halogen substituents imparts distinct electronic and steric properties, making this compound a selective and reactive intermediate for directed metalation, cross-coupling reactions (such as Suzuki–Miyaura and Buchwald–Hartwig couplings), and nucleophilic aromatic substitution. The compound is typically a white to off-white crystalline solid at room temperature with limited water solubility but good solubility in common organic solvents such as DMSO, DMF, and dichloromethane.

Laboratory Handling and Safety Guidelines

When handling 5-Bromo-2-chlorobenzamide in the laboratory, researchers should follow standard precautions applicable to halogenated organic compounds. Personal protective equipment (PPE) including chemical-resistant gloves, a laboratory coat, and safety goggles should be worn at all times during handling and weighing operations.

Work should be performed in a fume hood to minimize inhalation of fine particulates or dust generated during weighing. Avoid contact with skin, eyes, and mucous membranes. In the event of skin or eye contact, flush immediately with copious amounts of water for at least 15 minutes and seek medical advice if irritation persists.

Incompatible materials include strong oxidizing agents, strong bases, and strong acids. Do not store near these materials. Spills should be contained, swept up carefully, and disposed of in accordance with local regulations for halogenated organic waste. Always consult the Safety Data Sheet (SDS) before first use.

Storage and Stability Recommendations

5-Bromo-2-chlorobenzamide should be stored in a tightly sealed container in a cool, dry, and well-ventilated location away from direct sunlight and heat sources. Standard laboratory ambient storage conditions (typically 15–25 °C) are appropriate for this compound when kept dry and protected from light.

The compound should be kept away from moisture, as prolonged exposure to humidity may affect solid-state integrity over time. Upon receipt, it is advisable to inspect the material and store it promptly under the recommended conditions. Properly stored material is expected to remain stable for an extended period; however, researchers should verify purity by appropriate analytical methods (e.g., HPLC, NMR, or melting point determination) before use in critical synthetic steps.

Synthetic Applications and Research Use Cases

5-Bromo-2-chlorobenzamide serves as a versatile bifunctional building block in organic and medicinal chemistry. The differential reactivity of the C–Br and C–Cl bonds allows chemists to perform sequential selective transformations: the C–Br bond is generally more reactive toward palladium-catalyzed cross-coupling reactions (e.g., Suzuki, Negishi, Sonogashira), while the C–Cl bond can be engaged under more forcing conditions or in nucleophilic aromatic substitution with suitable nucleophiles.

The amide group provides additional utility as a directing group for ortho-lithiation or transition-metal-catalyzed C–H functionalization reactions, enabling site-selective introduction of further substituents. This compound is relevant in the synthesis of active pharmaceutical ingredients (APIs), agrochemical candidates, and heterocyclic scaffolds. It may also serve as a reference standard or analytical reagent in method development and validation workflows.

Quality and Ordering Information

Aladdin Scientific supplies 5-Bromo-2-chlorobenzamide under SKU B731523. Researchers and procurement specialists should verify the current available pack sizes, purity specifications, and pricing via the Aladdin Scientific product catalog or by contacting the sales team directly.

For critical applications, request a Certificate of Analysis (CoA) to confirm purity, appearance, and analytical data such as melting point and spectral characterization. Bulk quantities may be available upon request; lead times for non-stock or custom quantities should be confirmed with the supplier. For questions regarding shipping, storage requirements during transit, or regulatory documentation, contact Aladdin Scientific customer service.