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CS-W001157 4
Total: USD 88.00

4,5-Dichloroindoline-2,3-dione

  • CAS No. 1677-47-0

  • Cat. No. CS-0139773
  • Purity≥97%
  • MDL No.MFCD00185014

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

4,5-Dichloroindoline-2,3-dione|CS-0139773

Structure of 1677-47-0

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General Information

  • CAS No. 1677-47-0
  • Cat. No. CS-0139773
  • Purity ≥97%
  • MDL No. MFCD00185014
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₃Cl₂NO₂
  • Molecular Weight 216.02
  • Synonym(s) 4,5-Dichloroisatin
  • SMILES O=C1NC2=C(C(Cl)=C(Cl)C=C2)C1=O

Description

4,5-Dichloroindoline-2,3-dione features a rigid, electron-deficient fused ring system that enables efficient coupling in transition metal-catalyzed cross-coupling reactions. This stable heterocycle integrates readily into complex molecular architectures, offering high functional group tolerance and predictable reactivity under standard conditions.

Application

4,5-Dichloroindoline-2,3-dione serves as a versatile building block in synthetic organic chemistry, enabling efficient access to substituted indole derivatives through mild reductive transformations. Its dichloro substitution enhances electrophilic reactivity at the 4- and 5-positions, facilitating coupling reactions with nucleophiles and serving as a key intermediate in the construction of heterocyclic scaffolds relevant to medicinal chemistry and materials science. The compound exhibits good bench stability and is readily purified by recrystallization, supporting its use in scalable synthesis workflows.

Synthesis

  • Route1
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      95-76-1
    • ~%
    • In-stock
      4,5-Dichloroindoline-2,3-dione|CS-0139773
      1677-47-0

    References

    • Journal of Medicinal Chemistry, , vol. 47, # 4 p. 935 - 946
  • Route2
    • 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
  • Route3

    References

    • Journal of Organic Chemistry, , vol. 17, p. 149,153

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P260-P264-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P332+P313-P337+P313-P362+P364-P403+P233-P405-P501

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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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