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CS-W001157 4
Total: USD 88.00

2-Bromo-6-nitrobenzoic acid

  • CAS No. 38876-67-4

  • Cat. No. CS-W006053
  • Purity≥95%
  • MDL No.MFCD13688997

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

2-Bromo-6-nitrobenzoic acid|CS-W006053

Structure of 38876-67-4

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General Information

  • CAS No. 38876-67-4
  • Cat. No. CS-W006053
  • Purity ≥95%
  • MDL No. MFCD13688997
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₄BrNO₄
  • Molecular Weight 246.02
  • Synonym(s) 38876-67-4
  • SMILES BrC1=C(C(=O)O)C(=CC=C1)[N+](=O)[O-]

Description

2-Bromo-6-nitrobenzoic acid features a bromine atom and a nitro group positioned ortho to the carboxylic acid, creating a highly electron-deficient aromatic core. This configuration enables direct functionalization in cross-coupling reactions and facilitates derivatization for bioconjugation or materials synthesis under standard conditions.

Application

2-Bromo-6-nitrobenzoic acid serves as a versatile building block in synthetic organic chemistry, enabling direct functionalization at the aromatic ring through palladium-catalyzed cross-coupling reactions. The bromo group facilitates Suzuki, Stille, and Negishi couplings, while the nitro and carboxylic acid functionalities provide orthogonal handles for further derivatization. Its bench-stable crystalline form allows for straightforward handling and purification, making it well-suited for multi-step synthesis of heterocyclic scaffolds and bioactive molecules.

Synthesis

  • Route1

    References

    • Glossop, Steve C. Synthesis, 2007 , # 7 p. 981 - 983

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-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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