Product Description
2-Bromobenzaldehyde、6630-33-7
AI Product Description
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2-Bromobenzaldehyde is a versatile aromatic aldehyde widely utilized in organic synthesis and pharmaceutical research. Its molecular formula is C7H5BrO, and it bears the CAS registry number 89-13-6. This compound appears as a pale yellow to light brown crystalline solid or viscous liquid with a characteristic pungent odor. The molecule consists of a benzene ring substituted with an aldehyde group at position one and a bromine atom at the adjacent ortho position. This specific substitution pattern significantly influences its reactivity, making it an essential building block for constructing complex heterocyclic systems and biologically active molecules.
In the pharmaceutical industry, 2-bromobenzaldehyde serves as a critical intermediate for the synthesis of various drugs, including anti-inflammatory agents, antihistamines, and antimicrobial compounds. The presence of the bromine atom facilitates cross-coupling reactions, such as Suzuki, Heck, and Sonogashira couplings, allowing chemists to attach diverse functional groups to the aromatic core efficiently. Furthermore, it is frequently employed in the preparation of ligands for transition metal catalysts, which are pivotal in modern asymmetric synthesis.
Beyond drug development, this chemical finds applications in the agrochemical sector, where it aids in the production of fungicides and herbicides designed to protect crops from pests and diseases. In materials science, derivatives of 2-bromobenzaldehyde are explored for use in luminescent materials and organic electronic devices due to their unique electronic properties. Safety protocols dictate that while it is a useful synthetic reagent, it should be handled with care in a well-ventilated fume hood, as it can cause skin irritation and respiratory distress upon prolonged exposure. Proper storage requires keeping the container tightly sealed in a cool, dry place away from strong oxidizing agents and incompatible substances to prevent decomposition. Overall, 2-bromobenzaldehyde remains a fundamental component in the toolkit of medicinal chemists and process engineers seeking to innovate new therapeutic and industrial solutions.