2-Bromo-6-nitrobenzaldehyde Chemical Properties

Melting point:

86-87°C

Boiling point:

320.8±27.0 °C(Predicted)

Density 

1.781

refractive index 

1.653

storage temp. 

under inert gas (nitrogen or Argon) at 2-8°C

form 

solid

color 

Yellow

InChI

InChI=1S/C7H4BrNO3/c8-6-2-1-3-7(9(11)12)5(6)4-10/h1-4H

InChIKey

WRIAMYXQKSDDRP-UHFFFAOYSA-N

SMILES

C(=O)C1=C([N+]([O-])=O)C=CC=C1Br

Safety Information

HS Code 

2913000090

2-Bromo-6-nitrobenzaldehyde Usage And Synthesis

Uses

2-Bromo-6-nitrobenzaldehyde is mainly used as an intermediate in organic synthesis, especially in the production of drugs and dyes.

Synthesis

N-Bromosuccinimide (NBS) (1.48 g, 8.32 mmol) was added to a solution of 2-Nitrobenzaldehyde (1.01 g, 6.71 mmol) in H2SO4 (concentrated 5.0 mL). The resulting mixture was stirred at ambient temperature (3 h). The reaction was quenched with ice and extracted with ethyl acetate (320mL). The combined organic phases were washed with saturated NaCl (aqueous, 30 mL), dried (MgSO4), and filtered through a silica gel plug, and the solvents were evaporated under reduced pressure. The resulting brown oil was purified by column chromatography (hexanes=EtOAc, 8:2) to afford 2-Bromo-6-nitrobenzaldehyde.

References

[1] Patent: WO2008/156656, 2008, A2. Location in patent: Page/Page column 58; 66; 120

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