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CS-W001157 4
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5-Fluoroisatoic anhydride

  • CAS No. 321-69-7

  • Cat. No. CS-W005876
  • Purity≥96%
  • MDL No.MFCD03300719

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

5-Fluoroisatoic anhydride|CS-W005876

Structure of 321-69-7

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General Information

  • CAS No. 321-69-7
  • Cat. No. CS-W005876
  • Purity ≥96%
  • MDL No. MFCD03300719
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₄FNO₃
  • Molecular Weight 181.12
  • Synonym(s) 5-Fluoroisatotc cnhydride
  • SMILES O=C(O1)NC2=CC=C(F)C=C2C1=O

Description

5-Fluoroisatoic anhydride features a highly reactive anhydride moiety flanked by a fluorinated aromatic ring, enabling efficient coupling in heterocyclic synthesis. This bench-stable reagent integrates readily into complex scaffolds under mild conditions, delivering enhanced regioselectivity in the construction of fluorinated indole derivatives and related bioactive architectures.

Application

5-Fluoroisatoic anhydride serves as a versatile building block for the synthesis of fluorinated heterocycles and bioactive scaffolds. Its reactive anhydride functionality enables efficient coupling with amines and alcohols under mild conditions, facilitating rapid access to substituted isoxazoles, quinolines, and other nitrogen-containing frameworks. The fluorine substituent enhances metabolic stability and modulates electronic properties, making it valuable in medicinal chemistry. Bench-stable and readily handled, it offers predictable reactivity and clean purification profiles in standard synthetic workflows.

Synthesis

  • Route1

    References

    • Reissenweber, Gernot; Mangold, Dietrich Angewandte Chemie, 1980 , vol. 92, # 3 p. 196 - 197
  • Route2
    • null|null
      75-44-5
    • In-stock
      2-Amino-5-fluorobenzoic acid|CS-W019755
      446-08-2
    • ~97%
    • In-stock
      5-Fluoroisatoic anhydride|CS-W005876
      321-69-7

    References

    • Magano, Javier; Waldo, Michael; Greene, Derek; Nord, Eric Organic Process Research and Development, 2008 , vol. 12, # 5 p. 877 - 883
  • Route3
    • null|null
      32315-10-9
    • In-stock
      2-Amino-5-fluorobenzoic acid|CS-W019755
      446-08-2
    • ~88%
    • In-stock
      5-Fluoroisatoic anhydride|CS-W005876
      321-69-7

    References

    • RESVERLOGIX CORP.; HANSEN, C., Henrik Patent: WO2010/79431 A2, 2010 ; Location in patent: Page/Page column 56-58 ; WO 2010/079431 A2

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   63.07
  • LogP   0.6204
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   0

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