1-Bromo-2-nitrobenzene

white to light yellow crystal powder

1-Bromo-2-nitrobenzene may be used in the preparation of:

• 4-methoxy-2′-nitrodiphenyl ether
• 1-methoxy-3,5-bis-(2-nitro-phenoxy)benzene
• 5-hydroxy-3-methoxy-2′-nitrodiphenyl ether

1-Bromo-2-nitrobenzene is used in organic synthesis. It also can react with 2-methylamino-benzoic acid to get N-methyl-N-(2-nitro-phenyl)-anthranilic acid. And it is also used in the preparation of 4-methoxy-2?-nitrodiphenyl ether, 1-methoxy-3,5-bis-(2-nitro-phenoxy)benzene.

1-Bromo-2-nitrobenzene undergoes palladium[0]-mediated Ullmann cross-coupling reaction with a range of β-halo-enals, -enones or -esters to afford the corresponding β-aryl derivatives. Palladium[0]-mediated Ullmann cross-coupling reaction of 1-bromo-2-nitrobenzene with β-bromo-α,β-unsaturated aldehydes is reported.

Crystallise it twice from pet ether, using charcoal before the first crystallisation. [Beilstein 5 III 618, 5 IV 728.]