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CS-W001157 4
Total: USD 88.00

6-Iodo-1H-indole

  • CAS No. 115666-47-2

  • Cat. No. CS-W022504
  • Purity≥96%
  • MDL No.MFCD09880048

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

6-Iodo-1H-indole|CS-W022504

Structure of 115666-47-2

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General Information

  • CAS No. 115666-47-2
  • Cat. No. CS-W022504
  • Purity ≥96%
  • MDL No. MFCD09880048
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₆IN
  • Molecular Weight 243.04
  • Synonym(s) 6-Iodoindole
  • SMILES IC1=CC2=C(C=CN2)C=C1

Description

6-Iodo-1H-indole is a bench-stable, moisture-tolerant heterocyclic building block featuring a reactive iodine substituent at the 6-position. This electron-deficient indole integrates readily into cross-coupling reactions, enabling efficient access to functionalized indole architectures in medicinal chemistry and materials science applications.

Application

6-Iodo-1H-indole serves as a versatile building block in medicinal chemistry and synthetic organic chemistry, enabling palladium-catalyzed cross-coupling reactions such as Suzuki-Miyaura and Stille couplings. The iodine substituent provides high reactivity under standard conditions, facilitating the construction of biaryl and heteroaryl architectures with excellent functional group tolerance. Its bench-stable nature and compatibility with diverse reaction protocols make it ideal for the synthesis of complex scaffolds and drug candidates.

Synthesis

  • Route1

    References

    • Chemical and Pharmaceutical Bulletin, , vol. 53, # 10 p. 1277 - 1290
  • Route2

    References

    • Angewandte Chemie - International Edition, , vol. 52, # 2 p. 650 - 654 Angew. Chem., , vol. 125, # 2 p. 678 - 682,5
  • Route3

    References

    • Chemical and Pharmaceutical Bulletin, , vol. 53, # 10 p. 1277 - 1290

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   2.7725
  • H_Acceptors   0
  • H_Donors   1
  • Rotatable_Bonds   0

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