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Methyl 2-formyl-6-nitrobenzoate

  • CAS No. 142314-70-3

  • Cat. No. CS-0320941
  • Purity≥97%
  • MDL No.None

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

Methyl 2-formyl-6-nitrobenzoate|CS-0320941

Structure of 142314-70-3

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General Information

  • CAS No. 142314-70-3
  • Cat. No. CS-0320941
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₇NO₅
  • Molecular Weight 209.16
  • Synonym(s) 2-Formyl-6-nitrobenzoic Acid Methyl Ester
  • SMILES COC(=O)C1=C(C=CC=C1[N+](=O)[O-])C=O

Description

Methyl 2-formyl-6-nitrobenzoate features a conjugated system integrating an electron-deficient nitro group and a reactive aldehyde moiety. This bifunctional scaffold enables direct coupling in multistep syntheses, particularly valuable in heterocyclic chemistry and medicinal compound derivatization under standard conditions.

Application

Methyl 2-formyl-6-nitrobenzoate serves as a versatile synthetic building block for heterocyclic scaffolds and functionalized aromatics. The ortho-arranged formyl and nitro groups enable sequential transformations, including reductive amination, nucleophilic addition, and cyclization reactions. Its bench-stable nature and compatibility with standard purification methods make it well-suited for iterative synthesis in medicinal chemistry and process development workflows.

Synthesis

  • Route1

    References

    • Vu, Chi B. Patent: US2013/190309 A1, 2013 ; Location in patent: Paragraph 0393; 0394 ;
  • Route2

    References

    • Vu, Chi B. Patent: US2013/190309 A1, 2013 ;
  • Route3
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      22351-62-8
    • ~%
    • In-stock
      Methyl 2-formyl-6-nitrobenzoate|CS-0320941
      142314-70-3

    References

    • Eliel et al. Journal of Organic Chemistry, 1953 , vol. 18, p. 1679,1682

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-P330-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   86.51
  • LogP   1.1939
  • H_Acceptors   5
  • H_Donors   0
  • Rotatable_Bonds   3

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