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CS-W001157 4
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5,6-Dibromo-1H-indole-3-carbaldehyde

  • CAS No. 17900-95-7

  • Cat. No. CS-0102833
  • Purity≥95%
  • MDL No.MFCD16610765

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

5,6-Dibromo-1H-indole-3-carbaldehyde|CS-0102833

Structure of 17900-95-7

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General Information

  • CAS No. 17900-95-7
  • Cat. No. CS-0102833
  • Purity ≥95%
  • MDL No. MFCD16610765
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₅Br₂NO
  • Molecular Weight 302.95
  • Synonym(s) ZINC198368276
  • SMILES O=CC1=CNC2=C1C=C(Br)C(Br)=C2

Description

5,6-Dibromo-1H-indole-3-carbaldehyde features a brominated indole core with dual halogens at the 5 and 6 positions, enhancing electrophilic reactivity. The aldehyde group at C3 enables direct coupling in transition-metal-catalyzed cross-couplings. This bench-stable scaffold integrates readily into complex heterocycles for medicinal chemistry and materials science applications.

Application

5,6-Dibromo-1H-indole-3-carbaldehyde serves as a versatile building block in medicinal chemistry and heterocyclic synthesis, enabling direct functionalization at the C5 and C6 positions of the indole core. The aldehyde group facilitates efficient coupling reactions, including reductive amination and Wittig transformations, while the bromine substituents support palladium-catalyzed cross-coupling protocols. Its bench-stable crystalline form and compatibility with standard purification methods make it well-suited for scalable synthetic workflows.

Safety Information

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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-P330-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   32.86
  • LogP   3.5054
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   1

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