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CS-W001157 4
Total: USD 88.00

5,6-Dichloroindoline-2,3-dione

  • CAS No. 1677-48-1

  • Cat. No. CS-0060134
  • Purity≥96%
  • MDL No.MFCD06797894

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

5,6-Dichloroindoline-2,3-dione|CS-0060134

Structure of 1677-48-1

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General Information

  • CAS No. 1677-48-1
  • Cat. No. CS-0060134
  • Purity ≥96%
  • MDL No. MFCD06797894
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₃Cl₂NO₂
  • Molecular Weight 216.02
  • Synonym(s) 5,6-dichloro-1H-indole-2,3-dione
  • SMILES O=C1NC2=C(C=C(Cl)C(Cl)=C2)C1=O

Description

5,6-Dichloroindoline-2,3-dione features a rigid, electron-deficient indoline scaffold bearing two chlorine substituents at the 5 and 6 positions. This configuration enhances electrophilicity at the carbonyl-rich core, enabling efficient coupling in transition-metal-catalyzed cross-coupling reactions. The compound exhibits excellent bench stability and solubility in common organic solvents, facilitating its use in synthetic workflows requiring reactive heterocyclic intermediates.

Application

5,6-Dichloroindoline-2,3-dione serves as a versatile building block in synthetic organic chemistry, enabling efficient access to chlorinated heterocyclic scaffolds. Its reactive diketone core facilitates electrophilic substitution and cycloaddition reactions, while the dichloro substitution enhances stability and modulates reactivity. The compound functions effectively in the synthesis of medicinally relevant indole derivatives and offers robust performance in standard bench-scale transformations.

Synthesis

  • Route1

    References

    • Bioorganic and Medicinal Chemistry, , vol. 13, # 19 p. 5536 - 5549
  • Route2
    • null|null
      215959-31-2
    • ~70%
    • In-stock
      5,6-Dichloroindoline-2,3-dione|CS-0060134
      1677-48-1

    References

    • Tetrahedron Letters, , vol. 39, # 42 p. 7679 - 7682
  • Route3
    • null|null
      6662-53-9
    • ~%
    • In-stock
      4,5-Dichloroindoline-2,3-dione|CS-0139773
      1677-47-0
    • In-stock
      5,6-Dichloroindoline-2,3-dione|CS-0060134
      1677-48-1

    References

    • Journal of the American Chemical Society, , vol. 78, p. 1251,1254

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   2.1282
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   0

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