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CS-W001157 4
Total: USD 88.00

5,6-Difluoroindoline-2,3-dione

  • CAS No. 774-47-0

  • Cat. No. CS-W002978
  • Purity≥97%
  • MDL No.MFCD02998377

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

5,6-Difluoroindoline-2,3-dione|CS-W002978

Structure of 774-47-0

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General Information

  • CAS No. 774-47-0
  • Cat. No. CS-W002978
  • Purity ≥97%
  • MDL No. MFCD02998377
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₃F₂NO₂
  • Molecular Weight 183.11
  • Synonym(s) skln-0003
  • SMILES O=C1Nc2c(C1=O)cc(c(c2)F)F

Description

5,6-Difluoroindoline-2,3-dione features a highly electron-deficient fused ring system with fluorine substituents at the 5 and 6 positions, enhancing its reactivity in cycloaddition and coupling processes. This bench-stable, moisture-tolerant heterocycle integrates readily into complex molecular architectures, offering precise control over regiochemistry and electronic properties in synthetic applications.

Application

5,6-Difluoroindoline-2,3-dione serves as a versatile building block in medicinal chemistry, enabling the construction of fluorinated heterocyclic scaffolds through standard cycloaddition and electrophilic substitution reactions. Its electron-deficient core facilitates efficient coupling with nucleophiles, while the difluoro substitution enhances metabolic stability and modulates electronic properties. The compound exhibits good bench stability and is compatible with common purification methods, making it well-suited for iterative synthesis campaigns in API development.

Synthesis

  • Route1
    • null|null
      507-40-4
    • null|null
      5466-06-8
    • 3,4-Difluoroaniline Gefitinib Impurity|CS-0167147
      3863-11-4
    • ~4%
    • 4,5-Difluoroindoline-2,3-dione|CS-0734098
      169037-22-3
    • In-stock
      5,6-Difluoroindoline-2,3-dione|CS-W002978
      774-47-0

    References

    • PathoGenesis Corporation Patent: US5441955 A1, 1995 ;
  • Route2
    • null|null
      370-55-8
    • ~%
    • In-stock
      5,6-Difluoroindoline-2,3-dione|CS-W002978
      774-47-0

    References

    • Journal of Organic Chemistry, , vol. 23, p. 1858,1860
  • Route3
    • 3,4-Difluoroaniline Gefitinib Impurity|CS-0167147
      3863-11-4
    • ~%
    • In-stock
      5,6-Difluoroindoline-2,3-dione|CS-W002978
      774-47-0

    References

    • Journal of Organic Chemistry, , vol. 23, p. 1858,1860

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   46.17
  • LogP   1.0996
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   0

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