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CS-W001157 4
Total: USD 88.00

5,6-Dichloro-1H-indole

  • CAS No. 121859-57-2

  • Cat. No. CS-W019826
  • Purity≥98%
  • MDL No.MFCD01075036

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

5,6-Dichloro-1H-indole|CS-W019826

Structure of 121859-57-2

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General Information

  • CAS No. 121859-57-2
  • Cat. No. CS-W019826
  • Purity ≥98%
  • MDL No. MFCD01075036
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₅Cl₂N
  • Molecular Weight 186.04
  • Synonym(s) 5,6-Dichloroindole
  • SMILES ClC1=CC2=C(C=C1Cl)C=CN2

Description

5,6-Dichloro-1H-indole features two chlorine atoms positioned at the 5 and 6 ring junctions of the indole scaffold, enhancing its electron-deficient character. This substitution pattern improves stability and facilitates electrophilic functionalization in synthetic workflows. The compound serves as a key building block for bioactive heterocycles and pharmaceutical intermediates.

Application

5,6-Dichloro-1H-indole serves as a versatile building block for the synthesis of substituted indoles and heterocyclic scaffolds. Its dichloro substitution enhances electrophilic reactivity at C5 and C6, facilitating palladium-catalyzed cross-coupling reactions and direct functionalization. The compound exhibits good bench stability and ease of purification, making it suitable for iterative synthesis in medicinal chemistry and process development workflows.

Synthesis

  • Route1

    References

    • US5736534 A1, ;
  • Route2

    References

    • RSC Advances, , vol. 4, # 9 p. 4672 - 4675

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   15.79
  • LogP   3.4747
  • H_Acceptors   0
  • H_Donors   1
  • Rotatable_Bonds   0

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