3-Bromo-5-chlorophenylethanone(CAS#154257-85-9)

Introduction

3-Bromo-5-chloroacetophenone is an organic compound. The following is an introduction to its properties, uses, manufacturing methods and safety information:Quality:- Appearance: 3-Bromo-5-chloroacetophenone is a colorless to pale yellow liquid.- Solubility: It has good solubility among common organic solvents.Use:- 3-Bromo-5-chloroacetophenone can be used as an important intermediate in organic synthesis. It can be involved in a range of chemical reactions such as nucleophilic addition reactions, substitution reactions, etc.Method:- The preparation method of 3-bromo-5-chloroacetophenone usually involves the substitution of bromine ions and chloride ions of acetophenone.- A common preparation method is to perform a substitution reaction under appropriate conditions by reacting acetophenone with a mixture of bromine and chlorine. This reaction requires the use of suitable catalysts and solvents, as well as control of the reaction temperature and time to achieve optimal yields.Safety Information:- 3-Bromo-5-chloroacetophenone is an organic solvent with certain toxicity.- The compound may be a health hazard during contact, inhalation, or ingestion. Personal protective measures should be taken when using, such as wearing appropriate protective gloves, safety glasses, and protective clothing.- When storing and handling, the safety requirements of the chemical should be observed, and it should be stored separately from flammable materials.- In the event of a leak or accident, appropriate clean-up and disposal methods should be taken, and relevant emergency procedures and regulations should be followed.

Application
3-Bromo-5-chloroacetophenone (1-(3-bromo-5-chlorophenyl)ethanone) is a functionalized halogenated acetophenone used as a versatile pharmaceutical intermediate and organic building block in medicinal chemistry. This biaryl ketone is a key precursor in the synthesis of the non-steroidal anti-inflammatory drug indomethacin via the Suzuki–Miyaura cross-coupling reaction. The meta-bromo and meta-chloro substituents on the phenyl ring enable orthogonal functionalization through SNAr and palladium-catalyzed cross-coupling reactions (e.g., Suzuki, Buchwald‑Hartwig, Sonogashira), allowing rapid construction of complex heterocyclic scaffolds for therapeutic discovery. In oncology research, this compound has demonstrated cytotoxic effects on various cancer cell lines, inducing apoptosis via mitochondrial pathways (IC₅₀ 10–30 µM), while also exhibiting antimicrobial activity against Gram-positive and Gram-negative bacterial strains. It is further utilized in the synthesis of chalcones via Claisen–Schmidt condensation and in the preparation of advanced materials, including polymers and nanomaterials. Xinchem offers custom synthesis, custom chemical synthesis, and contract manufacturing of high-purity 3-bromo-5-chloroacetophenone with flexible scaling from R&D to commercial tons. Contact us for a competitive quote and reliable global supply.