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CS-W001157 4
Total: USD 88.00

2-(4-Nitrophenyl)-2-oxoacetic acid

  • CAS No. 14922-36-2

  • Cat. No. CS-W004972
  • Purity≥98%
  • MDL No.MFCD00051744

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

2-(4-Nitrophenyl)-2-oxoacetic acid|CS-W004972

Structure of 14922-36-2

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General Information

  • CAS No. 14922-36-2
  • Cat. No. CS-W004972
  • Purity ≥98%
  • MDL No. MFCD00051744
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₅NO₅
  • Molecular Weight 195.13
  • Synonym(s) 4-Nitrophenylglyoxylic acid
  • SMILES O=C(O)C(C1=CC=C([N+]([O-])=O)C=C1)=O

Description

This oxoacid features a para-nitrophenyl group conjugated to a ketone and carboxylic acid, delivering enhanced electron-withdrawing character. The structure enables straightforward derivatization in synthetic routes requiring activated carbonyl systems, particularly in bioconjugation and pharmaceutical intermediate development under standard conditions.

Application

2-(4-Nitrophenyl)-2-oxoacetic acid serves as a versatile building block in synthetic organic chemistry, enabling the construction of heterocyclic scaffolds through nucleophilic addition and condensation reactions. Its α-ketoacid functionality facilitates facile derivatization, while the para-nitrophenyl group enhances electrophilicity and provides a handle for further functionalization. The compound exhibits good bench stability and is compatible with standard purification methods, making it well-suited for use in medicinal chemistry campaigns and process development workflows.

Synthesis

  • Route1
    • p-Nitrophenyl methyl ketone Clenbuterol  Impurity|CS-0229063
      100-19-6
    • ~85%
    • In-stock
      2-(4-Nitrophenyl)-2-oxoacetic acid|CS-W004972
      14922-36-2

    References

    • Synthetic Communications, , vol. 38, # 24 p. 4434 - 4444
  • Route2
    • null|null
      122-04-3
    • ~%
    • In-stock
      2-(4-Nitrophenyl)-2-oxoacetic acid|CS-W004972
      14922-36-2

    References

    • Synthesis, , # 9 p. 755 - 756
  • Route3
    • 2-Hydroxy-2-(4-nitrophenyl)acetic acid|CS-0587081
      10098-39-2
    • ~%
    • In-stock
      2-(4-Nitrophenyl)-2-oxoacetic acid|CS-W004972
      14922-36-2

    References

    • Journal of the Indian Chemical Society, , vol. 59, # 5 p. 654 - 656

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   97.51
  • LogP   0.8621
  • H_Acceptors   4
  • H_Donors   1
  • Rotatable_Bonds   3

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