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CS-W001157 4
Total: USD 88.00

4,7-Dibromo-1H-indole

  • CAS No. 126811-31-2

  • Cat. No. CS-0041229
  • Molecule weight274.94
  • Purity≥97%
  • MDL No.MFCD08272255

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

4,7-Dibromo-1H-indole|CS-0041229

Structure of 126811-31-2

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General Information

  • CAS No. 126811-31-2
  • Cat. No. CS-0041229
  • Purity ≥97%
  • MDL No. MFCD08272255
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₅Br₂N
  • Molecular Weight 274.94
  • Synonym(s) None
  • SMILES BrC1=CC=C(Br)C2=C1NC=C2

Description

4,7-Dibromo-1H-indole features two bromine atoms positioned at the 4 and 7 ring sites, imparting high reactivity for cross-coupling transformations. This electron-deficient indole scaffold integrates readily into complex heterocycles, offering precise control in medicinal chemistry and materials synthesis. The dibrominated structure enables selective functionalization under palladium catalysis.

Application

4,7-Dibromo-1H-indole serves as a versatile building block for the synthesis of brominated indole scaffolds in medicinal chemistry and materials science. The ortho-bromination pattern enables efficient Pd-catalyzed cross-coupling reactions, facilitating C–C bond formation under standard conditions. Its bench-stable nature and compatibility with common protecting groups support reliable use in multi-step syntheses. Functions as a key intermediate in the construction of heterocyclic frameworks and functionalized analogs.

Synthesis

  • Route1
    • In-stock
      1,4-Dibromo-2-nitrobenzene|CS-W002018
      3460-18-2
    • null|null
      1826-67-1
    • ~70%
    • In-stock
      4,7-Dibromo-1H-indole|CS-0041229
      126811-31-2

    References

    • Dobbs, Adrian P.; Voyle, Martyn; Whittall, Neil Synlett, 1999 , # 10 p. 1594 - 1596
  • Route2

    References

    • Tetrahedron, , vol. 67, # 22 p. 4025 - 4030

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   3.6929
  • H_Acceptors   0
  • H_Donors   1
  • Rotatable_Bonds   0

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