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CS-W001157 4
Total: USD 88.00

2-(4-Bromophenyl)-2-oxoacetic acid

  • CAS No. 7099-87-8

  • Cat. No. CS-0157610
  • Purity≥96%
  • MDL No.None

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

2-(4-Bromophenyl)-2-oxoacetic acid|CS-0157610

Structure of 7099-87-8

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General Information

  • CAS No. 7099-87-8
  • Cat. No. CS-0157610
  • Purity ≥96%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₅BrO₃
  • Molecular Weight 229.03
  • Synonym(s) None
  • SMILES C1=C(C=CC(=C1)Br)C(=O)C(=O)O

Description

This oxoacetic acid derivative features a brominated phenyl group at the alpha position, enabling direct integration into cross-coupling and condensation reactions. The electron-withdrawing carbonyl and halogen substituents enhance reactivity in synthetic transformations, while the bench-stable structure supports reliable handling under standard conditions.

Application

2-(4-Bromophenyl)-2-oxoacetic acid serves as a versatile building block for the synthesis of pharmaceutically relevant heterocycles and functionalized aryl ketones. Its brominated aromatic ring enables efficient cross-coupling reactions, while the α-ketoacid functionality facilitates condensation, cyclization, and derivatization under standard organic transformation conditions. The compound exhibits good bench stability and is compatible with common protecting group strategies, making it suitable for iterative synthetic sequences in medicinal chemistry and process development workflows.

Synthesis

  • Route1
    • 2,2'-Thiobis(1-(4-bromophenyl)ethan-1-one)|CS-0597774
      58881-56-4
    • ~79%
    • In-stock
      2-(4-Bromophenyl)-2-oxoacetic acid|CS-0157610
      7099-87-8

    References

    • Nagaraj, Muthupandi; Perumal, Devanathan; Boominathan, Muthusamy; Muthusubramanian, Shanmugam; Bhuvanesh, Nattamai Journal of Sulfur Chemistry, 2014 , vol. 35, # 1 p. 24 - 30
  • Route2

    References

    • Liu, Jie; Liu, Qiang; Yi, Hong; Qin, Chu; Bai, Ruopeng; Qi, Xiaotian; Lan, Yu; Lei, Aiwen Angewandte Chemie - International Edition, 2014 , vol. 53, # 2 p. 502 - 506 Angew. Chem., 2014 , vol. 126, # 2 p. 512 - 516,5
  • Route3

    References

    • Jin, Zhe; Yang, Liu; Liu, Si-Jie; Wang, Jian; Li, Shuo; Lin, Huang-Quan; Wan, David Chi Cheong; Hu, Chun Archives of Pharmacal Research, 2010 , vol. 33, # 10 p. 1641 - 1649

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

Quality Control

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Computational Chemistry Data

  • TPSA   54.37
  • LogP   1.7164
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   2

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