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CS-W001157 4
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Methyl 2-fluoro-5-nitrobenzenecarboxylate

  • CAS No. 2965-22-2

  • Cat. No. CS-W015641
  • Purity≥97%
  • MDL No.MFCD06203689

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

Methyl 2-fluoro-5-nitrobenzenecarboxylate|CS-W015641

Structure of 2965-22-2

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General Information

  • CAS No. 2965-22-2
  • Cat. No. CS-W015641
  • Purity ≥97%
  • MDL No. MFCD06203689
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₆FNO₄
  • Molecular Weight None
  • Synonym(s) Methyl-2-fluor-5-nitrobenzolcarboxylat
  • SMILES COC(C1=C(F)C=CC([N+]([O-])=O)=C1)=O

Description

Methyl 2-fluoro-5-nitrobenzenecarboxylate features a fluorinated aromatic ring paired with electron-withdrawing nitro and ester groups, enabling selective functionalization in synthetic transformations. This bench-stable reagent integrates readily into cross-coupling and nucleophilic substitution sequences under standard conditions.

Application

Methyl 2-fluoro-5-nitrobenzenecarboxylate serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling direct functionalization at the electron-deficient aromatic ring. The ortho-fluoro group facilitates nucleophilic aromatic substitution, while the nitro and ester functionalities offer complementary reactivity for downstream transformations. Its bench-stable nature and compatibility with standard coupling reactions make it ideal for constructing complex heterocyclic scaffolds and multi-functional intermediates.

Synthesis

  • Route1
    • null|null
      67-56-1
    • In-stock
      2-Fluoro-5-nitrobenzoic acid|CS-W007433
      7304-32-7
    • ~90%
    • In-stock
      Methyl 2-fluoro-5-nitrobenzenecarboxylate|CS-W015641
      2965-22-2

    References

    • Suchaud, Virginie; Bailly, Fabrice; Lion, Cedric; Calmels, Christina; Andreola, Marie-Line; Christ, Frauke; Debyser, Zeger; Cotelle, Philippe Journal of Medicinal Chemistry, 2014 , vol. 57, # 11 p. 4640 - 4660
  • Route2

    References

    • Deutsch; Niclas Synthetic Communications, 1991 , vol. 21, # 4 p. 505 - 513
  • Route3
    • In-stock
      2-Fluoro-5-nitrobenzoic acid|CS-W007433
      7304-32-7
    • null|null
      74-88-4
    • ~10%
    • In-stock
      Methyl 2-fluoro-5-nitrobenzenecarboxylate|CS-W015641
      2965-22-2

    References

    • Lee, Yun J.; King, Jason R.; Chenna, Bala Chandra; Owens Jr., Samuel B.; Freeman, Jason L.; Gray, Gary M.; Velu, Sadanandan E. Journal of Chemical Crystallography, 2009 , vol. 39, # 12 p. 902 - 907

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
Precautionary Statements : P264-P270-P330-P501

Quality Control

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Computational Chemistry Data

  • TPSA   69.44
  • LogP   1.5205
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   2

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