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CS-W001157 4
Total: USD 88.00

2-(Ethoxycarbonyl)-6-nitrobenzoic acid

  • CAS No. 16533-45-2

  • Cat. No. CS-W006239
  • Purity≥98%
  • MDL No.MFCD01365751

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

2-(Ethoxycarbonyl)-6-nitrobenzoic acid|CS-W006239

Structure of 16533-45-2

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General Information

  • CAS No. 16533-45-2
  • Cat. No. CS-W006239
  • Purity ≥98%
  • MDL No. MFCD01365751
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₉NO₆
  • Molecular Weight 239.18
  • Synonym(s) 2-CARBOXY-3-ETHYL NITROBENZOATE
  • SMILES CCOC(C1=C(C(O)=O)C([N+]([O-])=O)=CC=C1)=O

Description

2-(Ethoxycarbonyl)-6-nitrobenzoic acid features a nitro group at the para position relative to the ethoxycarbonyl moiety, enhancing electron withdrawal and enabling efficient coupling in amide bond formation. This ortho-substituted aromatic system delivers enhanced solubility and stability under standard conditions, facilitating direct use in peptide synthesis and conjugation workflows without requiring activation.

Application

2-(Ethoxycarbonyl)-6-nitrobenzoic acid serves as a versatile building block for nitroaryl-containing heterocycles and pharmaceutical intermediates. Its ortho-nitro and ethoxycarbonyl groups enable sequential functionalization, while the carboxylic acid facilitates coupling reactions. The molecule exhibits bench stability and compatibility with standard purification methods, making it well-suited for iterative synthesis in medicinal chemistry and process development workflows.

Synthesis

  • Route1

    References

    • Takeda Chemical Industries, Ltd. Patent: US5128356 A1, 1992 ;
  • Route2

    References

    • Miller Justus Liebigs Annalen der Chemie, 1881 , vol. 208, p. 230
  • Route3
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      64-17-5
    • In-stock
      3-Nitrophthalic acid|CS-0008519
      603-11-2
    • ~%
    • In-stock
      2-(Ethoxycarbonyl)-6-nitrobenzoic acid|CS-W006239
      16533-45-2

    References

    • Faust Justus Liebigs Annalen der Chemie, 1871 , vol. 160, p. 64 Full Text Show Details Miller Justus Liebigs Annalen der Chemie, 1881 , vol. 208, p. 230

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   106.74
  • LogP   1.4697
  • H_Acceptors   5
  • H_Donors   1
  • Rotatable_Bonds   4

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