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CS-W001157 4
Total: USD 88.00

4-Iodo-1H-indole

  • CAS No. 81038-38-2

  • Cat. No. CS-0041515
  • Purity≥95%
  • MDL No.MFCD11007899

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

4-Iodo-1H-indole|CS-0041515

Structure of 81038-38-2

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General Information

  • CAS No. 81038-38-2
  • Cat. No. CS-0041515
  • Purity ≥95%
  • MDL No. MFCD11007899
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₆IN
  • Molecular Weight 243.05
  • Synonym(s) 4-Iodo indole
  • SMILES IC1=CC=CC2=C1C=CN2

Description

4-Iodo-1H-indole is a bench-stable, moisture-tolerant heterocyclic building block featuring a reactive iodine atom at the 4-position. This substitution pattern enables efficient palladium-catalyzed cross-coupling reactions, facilitating rapid integration into complex molecular architectures for medicinal chemistry and materials science applications.

Application

4-Iodo-1H-indole serves as a versatile building block in medicinal chemistry and catalytic cross-coupling reactions. The iodine substituent enables reliable Suzuki, Stille, and Negishi couplings, facilitating the construction of biaryl and heteroaryl scaffolds. Its bench-stable nature and compatibility with diverse functional groups make it ideal for modular synthesis workflows.

Synthesis

  • Route1
    • null|null
      211295-26-0
    • ~74%
    • In-stock
      4-Iodo-1H-indole|CS-0041515
      81038-38-2

    References

    • Xu, Xiao-Bo; Liu, Jian; Zhang, Jian-Jian; Wang, Ya-Wen; Peng, Yu Organic Letters, 2013 , vol. 15, # 3 p. 550 - 553
  • Route2
    • null|null
      115-18-4
    • null|null
      81038-37-1
    • ~29%
    • In-stock
      4-Iodo-1H-indole|CS-0041515
      81038-38-2
    • null|null
      79133-59-8

    References

    • Chemical and Pharmaceutical Bulletin, , vol. 29, # 11 p. 3145 - 3157
  • Route3
    • Methyl 4-iodo-1H-indole-3-carboxylate|CS-0439840
      101909-44-8
    • ~90%
    • In-stock
      4-Iodo-1H-indole|CS-0041515
      81038-38-2

    References

    • Somei; Kizu; Kunimoto; Yamada Chemical and Pharmaceutical Bulletin, 1985 , vol. 33, # 9 p. 3696 - 3708

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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