2-bromo-1-(bromomethyl)-4-nitrobenzene

To a mixture of 2-bromo-6-nitrobenzene (1.08g, 5.00 mmol) and N-bromosuccinimide (908mg, 5.10 mmol), α, α'-azobisisobutyronitrile (AIBN) (28mg) was added in carbon tetrachloride (15mL) at 70°C and stirred at 70°C for 3 hours. Bromine (2.75 mL, 8.58 g, 53.6 mmol) was added dropwise to a stirred solution of m-anisaldehyde(6.06 g, 44.6 mmol) in AcOH (10 mL) in 3 minutes to bring the solution to gentle reflux. After 24 hours the reaction mixture was poured into water (130 mL). The precipitate was filtered, washed with water and dissolved in EtOAc (60 mL). This solution was washed with water (50 mL), brine (50 mL), dried over Na2SO4 and concentrated on a rotary evaporator. The yellow residue was recrystallized from hexane to give bromobenzaldehyde SI-1c (8.05 g, 37.4 mmol, 84percent) as beige solid.

Molecular Weight:294.93
XLogP3:3
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:1
Exact Mass:294.86665
Monoisotopic Mass:292.86870
Topological Polar Surface Area:45.8
Heavy Atom Count:12
Complexity:171
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes