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CS-W001157 4
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2-Bromo-3-nitrobenzoic acid

  • CAS No. 573-54-6

  • Cat. No. CS-W002315
  • Purity≥96%
  • MDL No.MFCD00074899

*For research and further manufacturing use only, not for direct human use.

2-Bromo-3-nitrobenzoic acid|CS-W002315

Structure of 573-54-6

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General Information

  • CAS No. 573-54-6
  • Cat. No. CS-W002315
  • Purity ≥96%
  • MDL No. MFCD00074899
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₄BrNO₄
  • Molecular Weight 246.02
  • Synonym(s) None
  • SMILES O=C(O)C1=CC=CC([N+]([O-])=O)=C1Br

Description

2-Bromo-3-nitrobenzoic acid features a bromine atom at the 2-position and a nitro group at the 3-position, creating a highly electron-deficient aromatic core. This configuration enables direct functionalization in cross-coupling reactions and facilitates integration into bioactive scaffolds. The carboxylic acid moiety provides a handle for derivatization under standard conditions.

Application

2-Bromo-3-nitrobenzoic acid serves as a versatile building block for the synthesis of biologically active heterocycles and pharmaceutical intermediates. Its ortho-bromine and meta-nitro groups enable selective metal-catalyzed couplings and controlled reduction sequences, while the carboxylic acid facilitates derivatization and purification via salt formation. The compound exhibits good bench stability and functional group tolerance in standard synthetic workflows.

Synthesis

  • Route1

    References

    • Acta Chemica Scandinavica (1947-1973), , vol. 21, p. 2679 - 2688
  • Route2

    References

    • Recueil des Travaux Chimiques des Pays-Bas, , vol. 20, p. 215,225

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   80.44
  • LogP   2.0555
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   2

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