2,5-DIBROMO-1,4-BENZENEDICARBOXALDEHYDE
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2,5-DIBROMO-1,4-BENZENEDICARBOXALDEHYDE
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CAS No:
63525-48-4
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Formula:
C8H4Br2O2
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Chemical Name:
2,5-DIBROMO-1,4-BENZENEDICARBOXALDEHYDE
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Synonyms:
2,5-Dibromoterephthalaldehyde;MiniMuM x 1 or 1g x 1, 5g x 1;2,5-DIBROMO-1,4-BENZENEDICARBOXALDEHYDE;2,5-Dibromobenzene-1,4-dicarbaldehyde;2,5-Dibromo-1,4-dicarbaldehyde
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CAS No:
2,5-DIBROMO-1,4-BENZENEDICARBOXALDEHYDE Use and Manufacturing
General procedure: To a solution of 2d (302 mg, 0.516 mmol) in EtOH (10 mL) was added a solution of AgNO3 (369 mg, 2.17 mmol) in water (4 mL). The resulting mixture was heated at reflux under argon for 40 min. The solution was allowed to cool; AgBr was filtered off and washed with EtOH (2 × 5 mL). The solvent was evaporated and the residue was purifiedby recrystallisation (from hexane) to give 3d (146 mg, 94percent yield) as a white solidTriphenyl phosphine (0.015 g, 0.06 mmol), palladium acetate (0.002 g, 0.01 mol), phenylboronic acid (0.24 g, 2 mmol), and 7 (0.29 g, 1 mmol) were added into a flask. A degassed mixture of isopropyl alcohol (10 ml), sodium carbonate (aq) (2 N/L, 3 ml), and water (1 ml) was transferred onto the solids, and the resulting solution was stirred under reflux at 70 C for 4 h. The crude product was extracted with dichloromethane and washed with aq NaHCO3. The organic layer was concentrated under vacuum and purified by column chromatography on silica gel eluting with petroleum/ethyl acetate (30:1) to give white crystals (0.27 g, 95%). 1H NMR (500 MHz, CDCl3, TMS): delta (ppm) 7.44-7.46(d, 4H, J=9.5 Hz, Ar), 7.50-7.53 (t, 6H, J=9.5 Hz, Ar), 8.11(s, 2H, Ar), 10.09(s, 2H, CHO). IR (KBr, cm-1): 1665 (-CHO). 13C NMR (125 MHz, CDCl3, TMS): delta (ppm) 189.42, 150.17, 131.59, 130.47, 124.05, 123.91, 123.52, 121.74.1, 0.0584 g (0.2 mmol) of
Computed Properties
Molecular Weight:291.92
XLogP3:2.2
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:2
Exact Mass:291.85576
Monoisotopic Mass:289.85780
Topological Polar Surface Area:34.1
Heavy Atom Count:12
Complexity:164
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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2,5-DIBROMO-1,4-BENZENEDICARBOXALDEHYDE
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