4-BROMO-1-NAPHTALENECARBOXYLIC ACID

To a solution of (4-bromo-1-naphthyl)methanol (1.329 g, 6.027 mmol) in acetone (50 ml) was added dropwise slowly a solution of chromic anhydride (1.81 g, 18.1 mmol) and conc. sulfuric acid (2 ml) dissolved in water (9 ml) under ice-cooling. After the completion of the dropwise addition, the mixture was stirred at room temperature for 2 hrs. Acetone of the reaction solution was evaporated under reduced pressure. The residue was diluted with ethyl acetate, washed three times with water, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure and the obtained residue was crystallized from ethanol-water to give the objective substance. pale-brown crystal yield 1.272 g, 84percent mp 223-224°C; 1H-NMR (CDCl3-DMSO-d6, 200MHz) δ 7.60-7.69 (2H, m) , 7.83 (1H, d, J = 7.8 Hz), 8.06 (1H, d, J = 8.2 Hz), 8.28-8.36 (1H, m), 8.99-9.08 (1H, m); IR (KBr) 3100-2500, 1694, 1566, 1508, 1279, 1252, 1190, 903, 785, 762 cm-1; Anal. Calcd for C11H7BrO' 2: C, 52.62; H, 2.81. Found: C, 52.42; H, 2.87.General procedure: To a solution of 2.44 g (11.9 mmol) of 1-acetyl-4-chloronaphthalene in 5 mL of freshly distilled pyridine under N

Molecular Weight:251.08
XLogP3:3.8
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:1
Exact Mass:249.96294
Monoisotopic Mass:249.96294
Topological Polar Surface Area:37.3
Heavy Atom Count:14
Complexity:229
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes