1-(5-bromo-2-chlorophenyl)-3-hydroxy-3-(2-hydroxyphenyl)prop-2-en-1-one and its metal complexes have been synthesized by reaction with 5-bromo-2-chlorobenzoic acid, 2-hydroxyacetophenone and POCl3. The ligand and its metal complexes were synthesized by conventional and ultrasonic methods. Synthesized beta-diketone shows ketoenol tautomerism by hydrogen bonding, hence acts as a chelating agent in the preparation of metal complexes. Synthesized compounds have been characterized by 1H-NMR, 13C-NMR, FTIR, LC-MS and elemental analysis. The structure of the metal complexes is found to be monoclinic and have been confirmed by XRD. Solution conductivity, magnetic susceptibility and antimicrobial screenings were also studied. The synthesized ligand and its metal complexes showed satisfactory antimicrobial activity.