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CS-W001157 4
Total: USD 88.00

6-Bromo-5-chloro-1H-indole

  • CAS No. 1191028-50-8

  • Cat. No. CS-0050267
  • Purity≥96%
  • MDL No.MFCD11848570

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

6-Bromo-5-chloro-1H-indole|CS-0050267

Structure of 1191028-50-8

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General Information

  • CAS No. 1191028-50-8
  • Cat. No. CS-0050267
  • Purity ≥96%
  • MDL No. MFCD11848570
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₅BrClN
  • Molecular Weight None
  • Synonym(s) 6-bromo-5-chloroindole
  • SMILES ClC1=CC2=C(NC=C2)C=C1Br

Description

6-Bromo-5-chloro-1H-indole is a halogenated indole scaffold featuring bromine at C6 and chlorine at C5, enabling direct functionalization in cross-coupling and electrophilic substitution reactions. The electron-deficient core enhances reactivity in palladium-catalyzed transformations, while the bench-stable solid facilitates handling in synthetic workflows.

Application

6-Bromo-5-chloro-1H-indole serves as a versatile building block for the synthesis of functionalized indole scaffolds in medicinal chemistry and agrochemical research. Its dual halogenation pattern enables selective cross-coupling reactions, particularly Pd-catalyzed Suzuki-Miyaura and Stille couplings, with high regiocontrol. The molecule exhibits excellent bench stability and facilitates straightforward purification, making it well-suited for scalable synthesis workflows.

Synthesis

  • Route1

    References

    • WO2009/126675 A1, ; Page/Page column 125 ; WO 2009/126675 A1

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-H317
Precautionary Statements : P261-P264-P270-P272-P280-P302+P352-P330-P362+P364-P501

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Computational Chemistry Data

  • TPSA   15.79
  • LogP   3.5838
  • H_Acceptors   0
  • H_Donors   1
  • Rotatable_Bonds   0

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