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CS-W001157 4
Total: USD 88.00

4-Amino-3-bromobenzoic acid

  • CAS No. 6311-37-1

  • Cat. No. CS-W008472
  • Purity≥98%
  • MDL No.MFCD03407439

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

4-Amino-3-bromobenzoic acid|CS-W008472

Structure of 6311-37-1

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General Information

  • CAS No. 6311-37-1
  • Cat. No. CS-W008472
  • Purity ≥98%
  • MDL No. MFCD03407439
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₆BrNO₂
  • Molecular Weight 216.03
  • Synonym(s) None
  • SMILES O=C(C1=CC=C(C(Br)=C1)N)O

Description

4-Amino-3-bromobenzoic acid features a bromine atom at the meta position relative to the carboxylic acid, paired with an amino group ortho to the carboxylate. This electron-rich aromatic scaffold enables direct coupling in peptide synthesis and serves as a key building block for bioactive heterocycles. The molecule exhibits enhanced solubility in polar solvents and stability under standard bench conditions.

Application

4-Amino-3-bromobenzoic acid serves as a versatile building block for the synthesis of bioactive heterocycles and pharmaceutical intermediates. Its ortho-bromo and amino groups enable sequential functionalization via Pd-catalyzed cross-coupling and electrophilic substitution, while the carboxylic acid facilitates derivatization and salt formation. The compound exhibits good bench stability and is readily purified by recrystallization, supporting scalable access to complex scaffolds in medicinal chemistry campaigns.

Synthesis

  • Route1
    • 4-Aminobenzoic acid Conivaptan Impurity|CS-0213989
      150-13-0
    • ~10%
    • In-stock
      4-Amino-3-bromobenzoic acid|CS-W008472
      6311-37-1

    References

    • Bagmanov Russian Journal of Applied Chemistry, 2009 , vol. 82, # 9 p. 1570 - 1576
  • Route2

    References

    • Kayser-Bricker, Katherine J.; Glenn, Matthew P.; Lee, Sang Hoon; Sebti, Said M.; Cheng, Jin Q.; Hamilton, Andrew D. Bioorganic and Medicinal Chemistry, 2009 , vol. 17, # 4 p. 1764 - 1771
  • Route3

    References

    • Tetrahedron Letters, , vol. 51, # 10 p. 1383 - 1385

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362-P405-P501

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Computational Chemistry Data

  • TPSA   63.32
  • LogP   1.7295
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   1

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