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CS-W001157 4
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3-(2-Nitrophenyl)propanoic acid

  • CAS No. 2001-32-3

  • Cat. No. CS-0059193
  • Purity≥97%
  • MDL No.MFCD00130002

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

3-(2-Nitrophenyl)propanoic acid|CS-0059193

Structure of 2001-32-3

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General Information

  • CAS No. 2001-32-3
  • Cat. No. CS-0059193
  • Purity ≥97%
  • MDL No. MFCD00130002
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₉NO₄
  • Molecular Weight 195.17
  • Synonym(s) 3-(2-Nitrophenyl)propionsure
  • SMILES O=C(O)CCC1=CC=CC=C1[N+]([O-])=O

Description

3-(2-Nitrophenyl)propanoic acid features a conjugated aryl-carboxylic acid scaffold with a strategically positioned nitro group enhancing electrophilicity. This electron-deficient aromatic system enables efficient coupling reactions and facilitates incorporation into bioactive scaffolds. The compound exhibits robust stability under standard bench conditions, enabling reliable use in synthetic workflows requiring precise functional group placement.

Application

3-(2-Nitrophenyl)propanoic acid serves as a versatile building block for bioactive heterocycles and pharmaceutical intermediates. Its ortho-nitroaryl functionality enables efficient cyclization reactions, while the carboxylic acid group facilitates direct coupling or derivatization. The compound exhibits good bench stability and is readily purified by recrystallization, making it well-suited for use in standard synthetic workflows targeting complex scaffolds.

Synthesis

  • Route1
    • Diethyl 2-(2-nitrobenzyl)malonate|CS-0163020
      59803-35-9
    • ~91%
    • In-stock
      3-(2-Nitrophenyl)propanoic acid|CS-0059193
      2001-32-3

    References

    • GRUeNENTHAL GMBH; FRANK, Robert; BAHRENBERG, Gregor; CHRISTOPH, Thomas; SCHIENE, Klaus; DE VRY, Jean; DAMANN, Nils; FRORMANN, Sven; LESCH, Bernhard; LEE, Jeewoo; KIM, Yong-Soo; KIM, Myeong-Seop Patent: WO2010/127855 A1, 2010 ; Location in patent: Page/Page column 145; 146 ;
  • Route2
    • 3-(2-Nitrophenyl)propanenitrile|CS-0269579
      114304-24-4
    • ~99%
    • In-stock
      3-(2-Nitrophenyl)propanoic acid|CS-0059193
      2001-32-3

    References

    • Liu, Bin; Hu, Longqin Bioorganic and Medicinal Chemistry, 2003 , vol. 11, # 18 p. 3889 - 3899
  • Route3

    References

    • Chemische Berichte, , vol. 12, p. 600 Zeitschrift fuer Chemie, , p. 193 Justus Liebigs Annalen der Chemie, , vol. 163, p. 126

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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