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CS-W001157 4
Total: USD 88.00

4-Methyl-2-nitrobenzoic acid

  • CAS No. 27329-27-7

  • Cat. No. CS-W008031
  • Purity≥98%
  • MDL No.MFCD00033899

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

4-Methyl-2-nitrobenzoic acid|CS-W008031

Structure of 27329-27-7

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General Information

  • CAS No. 27329-27-7
  • Cat. No. CS-W008031
  • Purity ≥98%
  • MDL No. MFCD00033899
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₇NO₄
  • Molecular Weight 181.15
  • Synonym(s) NSC 80180
  • SMILES O=C(O)C1=CC=C(C)C=C1[N+]([O-])=O

Description

4-Methyl-2-nitrobenzoic acid features a para-nitro group flanking a methyl-substituted benzoic acid core, delivering enhanced electron-withdrawing character and improved solubility in organic media. This structural motif enables efficient coupling reactions in synthetic routes to bioactive molecules and functional materials.

Application

4-Methyl-2-nitrobenzoic acid serves as a versatile building block in synthetic organic chemistry, enabling direct functionalization at the aromatic ring and carboxylic acid moiety. Its electron-withdrawing nitro group enhances electrophilic substitution regioselectivity, while the methyl substituent provides a handle for oxidation or further derivatization. The compound exhibits bench stability and facilitates straightforward purification, making it well-suited for use in pharmaceutical intermediates, heterocycle synthesis, and coupling reactions.

Synthesis

  • Route1

    References

    • Cacchi, Sandro; Fabrizi, Giancarlo; Goggiamani, Antonella Organic Letters, 2003 , vol. 5, # 23 p. 4269 - 4272
  • Route2

    References

    • Rohm and Haas Company Patent: US4781750 A1, 1988 ;
  • Route3
    • In-stock
      4-Bromo-2-nitrobenzoic acid|CS-W002727
      99277-71-1
    • null|null
      544-97-8
    • ~99%
    • In-stock
      4-Methyl-2-nitrobenzoic acid|CS-W008031
      27329-27-7

    References

    • Herbert, John M. Tetrahedron Letters, 2004 , vol. 45, # 4 p. 817 - 819

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-H317
Precautionary Statements : P261-P264-P270-P272-P280-P302+P352-P330-P362+P364-P501

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Computational Chemistry Data

  • TPSA   80.44
  • LogP   1.60142
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   2

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