Preparation, spectral characterization and single crystal analysis of bromo derivative of 2-acetyl-1-naphthol

Abstract

Present work deals with the synthesis of the 1-(4-bromo-1-hydroxynaphthalen-2-yl)ethan-1-one 3 from 2-acetyl-1-naphthol 2 using Br 2 /AcOH (20%) as brominating agent. The structure compound 3 was confirmed on the basis of spectral study such as FTIR, 1 H NMR, 13 C NMR and GCMS. The crystal structure of 4-bromo-2-acetyl-1-naphthol was also confirmed by the X-ray single-crystal diffractometry analysis and revealed the unit cell parameters, packing style. The single crystal has been grown by slow evaporation method at ambient temperature. The crystal size for compound 3 was found to be 0.150 × 0.120 × 0.100 mm3 . The crystal has grown with monoclinic crystal system with Z value of four and space group symmetry was P21/c. The unit cell parameters and angles were a; 7.3584 Å, b; 17.772 Å, c; 8.357 Å, α; 90°, β; 108.711°, √; 90°. The crystal structure of 3 is stabilized via one strong classical hydrogen bond interaction and two weak intermolecular hydrogen bonding. The observed average bond lengths of C C, C H, C O, C Br and O H bonds were 1.410, 0.941, 1.289, 1.899 and 0.80 Å respectively. Single crystal packing view of 1-(4-bromo-1-hydroxynaphthalen-2-yl)ethan-1-one