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CS-W001157 4
Total: USD 88.00

4-Ethyl-3-nitrobenzoic acid

  • CAS No. 103440-95-5

  • Cat. No. CS-W022176
  • Purity≥98%
  • MDL No.MFCD08460111

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

4-Ethyl-3-nitrobenzoic acid|CS-W022176

Structure of 103440-95-5

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General Information

  • CAS No. 103440-95-5
  • Cat. No. CS-W022176
  • Purity ≥98%
  • MDL No. MFCD08460111
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₉NO₄
  • Molecular Weight 195.17
  • Synonym(s) 3-Nitro-4-ethylbenzoic acid
  • SMILES O=C(O)C1=CC=C(CC)C([N+]([O-])=O)=C1

Description

4-Ethyl-3-nitrobenzoic acid features a conjugated aromatic core with complementary electron-withdrawing nitro and carboxylic acid groups, enabling precise tuning of reactivity in electrophilic substitution and coupling reactions. The para-ethyl substituent enhances solubility and modulates electronic effects, offering improved handling over unsubstituted analogs. This structure facilitates integration into advanced synthetic scaffolds for pharmaceutical intermediates and functional materials.

Application

4-Ethyl-3-nitrobenzoic acid serves as a versatile building block for nitroaryl-containing heterocycles and pharmaceutical intermediates. The ortho-nitro group enables directed metalation and subsequent functionalization, while the carboxylic acid facilitates amide coupling or esterification. Bench-stable and readily purified by recrystallization, it functions effectively in standard synthetic workflows involving electrophilic substitution, reduction sequences, and transition-metal-catalyzed cross-couplings.

Synthesis

  • Route1

    References

    • WO2004/46107 A1, ; Page 187 ; WO 2004/046107 A1
  • Route2

    References

    • WO2013/117649 A1, ; Paragraph 00331-00332 ;

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   1.8554
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   3

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