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CS-W001157 4
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3-(2-Bromoacetyl)benzoic acid

  • CAS No. 62423-73-8

  • Cat. No. CS-0197332
  • Purity≥98%
  • MDL No.None

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

3-(2-Bromoacetyl)benzoic acid|CS-0197332

Structure of 62423-73-8

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General Information

  • CAS No. 62423-73-8
  • Cat. No. CS-0197332
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₇BrO₃
  • Molecular Weight 243.05
  • Synonym(s) None
  • SMILES C1=CC(=CC(=C1)C(=O)O)C(=O)CBr

Description

3-(2-Bromoacetyl)benzoic acid features a bromoacetyl group positioned ortho to the carboxylic acid, enabling direct conjugation in bioconjugation workflows. The electrophilic bromine facilitates nucleophilic substitution at ambient conditions, while the aromatic scaffold ensures solubility and stability under standard bench protocols. This reactivity profile supports efficient coupling to amines, streamlining the synthesis of targeted probes and functionalized biomolecules.

Application

3-(2-Bromoacetyl)benzoic acid serves as a versatile bifunctional building block for the synthesis of heterocyclic scaffolds and bioactive molecules. The bromoacetyl group enables efficient nucleophilic substitution, while the carboxylic acid facilitates amide coupling or esterification. Its bench-stable nature and compatibility with standard synthetic protocols make it well-suited for medicinal chemistry campaigns requiring rapid diversification.

Synthesis

  • Route1

    References

    • Schmid; Gruendig Monatshefte fuer Chemie, 1953 , vol. 84, p. 491,496

Safety Information

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GHS Pictogram :
GHS No : GHS05
Signal Word : Danger
UN#: 1759
Class : 8
Packing Group : Ⅲ
Hazard Statements : H314
Precautionary Statements : P260-P264-P280-P301+P330+P331-P304+P340-P363-P405-P501

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Computational Chemistry Data

  • TPSA   54.37
  • LogP   1.9624
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   3

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