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

  • CAS No. 1664-57-9

  • Cat. No. CS-W019004
  • Purity≥98%
  • MDL No.MFCD01310835

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

3-(3-Nitrophenyl)propionic acid|CS-W019004

Structure of 1664-57-9

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General Information

  • CAS No. 1664-57-9
  • Cat. No. CS-W019004
  • Purity ≥98%
  • MDL No. MFCD01310835
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₉NO₄
  • Molecular Weight 195.17
  • Synonym(s) 3-Nitrohydrocinnamic Acid
  • SMILES [N+](=O)([O-])C1=CC=CC(=C1)CCC(=O)O

Description

3-(3-Nitrophenyl)propionic acid features a conjugated propionic acid chain linked to a para-nitro-substituted phenyl ring, delivering enhanced electron-withdrawing character. This configuration supports robust participation in coupling reactions and facilitates integration into bioconjugation workflows under standard conditions.

Application

3-(3-Nitrophenyl)propionic acid serves as a versatile building block in medicinal chemistry, enabling the construction of bioactive heterocycles and drug-like scaffolds. Its ortho-nitroaryl functionality facilitates subsequent transformations such as reduction to aniline derivatives or participation in cyclization reactions. The carboxylic acid group provides a handle for amide coupling, esterification, or salt formation, offering synthetic flexibility. Bench-stable and readily purified by recrystallization, it functions effectively in standard organic synthesis workflows.

Synthesis

  • Route1

    References

    • Weichert; Longino; Bakan; Spigarelli; Chou -; Schwendner; Counsell Journal of Medicinal Chemistry, 1995 , vol. 38, # 4 p. 636 - 646
  • Route2
    • Ethyl 3-(3-nitrophenyl)propanoate|CS-0670578
      7116-33-8
    • ~18%
    • In-stock
      3-(3-Nitrophenyl)propionic acid|CS-W019004
      1664-57-9

    References

    • Laboratorios Almirall, S.A. Patent: EP2096105 A1, 2009 ; Location in patent: Page/Page column 31 ;
  • Route3
    • In-stock
      3-Nitrophenylboronic acid|CS-W007413
      13331-27-6
    • null|null
      79-10-7
    • ~90%
    • In-stock
      3-(3-Nitrophenyl)propionic acid|CS-W019004
      1664-57-9

    References

    • Vautravers, Nicolas R.; Breit, Bernhard Synlett, 2011 , # 17 p. 2517 - 2520

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

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