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CS-W001157 4
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3-(4-Nitrophenyl)propanoic acid

  • CAS No. 16642-79-8

  • Cat. No. CS-W004836
  • Molecule weight195.17
  • Purity≥97%
  • MDL No.MFCD00126834

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

3-(4-Nitrophenyl)propanoic acid|CS-W004836

Structure of 16642-79-8

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General Information

  • CAS No. 16642-79-8
  • Cat. No. CS-W004836
  • Purity ≥97%
  • MDL No. MFCD00126834
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₉NO₄
  • Molecular Weight 195.17
  • Synonym(s) 4-Nitrohydrocinnamic Acid
  • SMILES O=C(O)CCC1=CC=C([N+]([O-])=O)C=C1

Description

3-(4-Nitrophenyl)propanoic acid features a para-nitroaryl group conjugated to a propionic acid chain, delivering enhanced electron-withdrawal and stability. This structure enables efficient coupling in amide bond formation, serving as a robust building block for bioconjugation and pharmaceutical intermediates under standard conditions.

Application

3-(4-Nitrophenyl)propanoic acid serves as a versatile building block for conjugated aromatic systems, enabling efficient synthesis of functionalized polymers and bioactive molecules. Its robust nitro group facilitates subsequent reduction to aniline derivatives, while the carboxylic acid functions as a handle for amide coupling, esterification, or metal coordination. The compound exhibits excellent bench stability and purity, simplifying purification and integration into multi-step synthetic sequences.

Synthesis

  • Route1
    • Hydrocinnamic acid, 99%|CS-1269054
      501-52-0
    • ~94%
    • In-stock
      3-(4-Nitrophenyl)propanoic acid|CS-W004836
      16642-79-8

    References

    • Pinto, Orlando; Sardinha, Joao; Vaz, Pedro D.; Piedade, Fatima; Calhorda, Maria J.; Abramovitch, Rudolph; Nazareth, Nair; Pinto, Madalena; Nascimento, Maria S. J.; Rauter, Amelia P. Journal of Medicinal Chemistry, 2011 , vol. 54, # 9 p. 3175 - 3187
  • Route2
    • null|null
      3984-22-3
    • null|null
      586-78-7
    • ~83%
    • In-stock
      3-(4-Nitrophenyl)propanoic acid|CS-W004836
      16642-79-8

    References

    • Lemhadri, Mhamed; Doucet, Henri; Santelli, Maurice Tetrahedron, 2004 , vol. 60, # 50 p. 11533 - 11540
  • Route3

    References

    • Toth; Kover Synthetic Communications, 1995 , vol. 25, # 19 p. 3067 - 3074

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   80.44
  • LogP   1.612
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   4

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