Chemical Properties
White to yellow crystalline powder or needles. Density 1.608g/cm3, melting point 111-115°C(lit.), boiling point 291.6°C at 760mmHg, flash point 111.6°C, refractive index 1.6231, vapor pressure 0.002mmHg at 25°C. 6-Bromoindanone can be used as intermediate in pharmaceutical and chemical synthesis.
Uses
6-Bromo-1-indanone is used as an organic chemical synthesis intermediate.
Preparation
6-Bromoindanone synthesis: Trifluoromethanesulfonic acid (0.35 mL, 4 mmol) was added to anhydrous CHCl3 or CH2Cl2 (2 mL) solution of amide substrate 6 (1 mmol). The mixture was stirred for 4 h and then poured into ice. The product was extracted into CHCl3, and the organic solution was washed with H2O, brine and dried with anhydrous sodium sulfate. The crude product was isolated and purified by column chromatography (hexane:ethyl acetate). Recovery of nitro-substituted aniline: The aqueous extract was made basic by the addition of 10MNaOH and the solution was extracted with CHCl3. The organic solution was washed with H2O, brine (2x) and dried over anhydrous sodium sulfate to yield 6-bromoindanone in 88% yield.
