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CS-W001157 4
Total: USD 88.00

6-Bromo-4-iodo-1H-indole

  • CAS No. 885519-17-5

  • Cat. No. CS-0131074
  • Purity≥97%
  • MDL No.MFCD07781358

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

6-Bromo-4-iodo-1H-indole|CS-0131074

Structure of 885519-17-5

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General Information

  • CAS No. 885519-17-5
  • Cat. No. CS-0131074
  • Purity ≥97%
  • MDL No. MFCD07781358
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₅BrIN
  • Molecular Weight 321.94
  • Synonym(s) 1H-Indole, 6-broMo-4-iodo-
  • SMILES IC1=CC(Br)=CC2=C1C=CN2

Description

6-Bromo-4-iodo-1H-indole is a halogenated indole scaffold featuring strategic bromo and iodo substituents at the 6- and 4-positions, respectively. This dual-halogenation enables selective cross-coupling reactions in C–C bond formation. The molecule exhibits enhanced reactivity in palladium-catalyzed transformations while maintaining stability under standard handling conditions.

Application

6-Bromo-4-iodo-1H-indole serves as a versatile building block for the synthesis of functionalized indole scaffolds in medicinal chemistry and materials science. Its complementary halogenation pattern enables sequential cross-coupling reactions, including Pd-catalyzed Suzuki, Stille, and Negishi couplings, with high chemoselectivity and excellent functional group tolerance. The molecule exhibits robust bench stability and facilitates efficient purification, making it well-suited for multi-step synthetic sequences and scale-up applications.

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-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   15.79
  • LogP   3.535
  • H_Acceptors   0
  • H_Donors   1
  • Rotatable_Bonds   0

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