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5-Hydroxy-1,2,3,3-tetramethyl-3H-indol-1-ium iodide

  • CAS No. 59223-23-3

  • Cat. No. CS-0187149
  • Purity≥97%
  • MDL No.None

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

5-Hydroxy-1,2,3,3-tetramethyl-3H-indol-1-ium iodide|CS-0187149

Structure of 59223-23-3

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General Information

  • CAS No. 59223-23-3
  • Cat. No. CS-0187149
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C, stored under nitrogen, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₁₆INO
  • Molecular Weight 317.17
  • Synonym(s) 5-hydroxy-1,2,3,3-tetraMethyl-3H-indoliuM iodide
  • SMILES [I-].OC=1C=CC2=C(C1)C(C(=[N+]2C)C)(C)C

Description

This tetramethylindolium salt features a hydroxylated indole core with a quaternary nitrogen, delivering enhanced solubility and stability under standard conditions. The iodide counterion ensures high ionic mobility, enabling efficient use in electrochemical studies and as a synthetic precursor for functionalized heterocycles.

Application

5-Hydroxy-1,2,3,3-tetramethyl-3H-indol-1-ium iodide serves as a stable, bench-ready building block for indole-based heterocyclic synthesis. Its quaternary nitrogen center enables straightforward functionalization and facilitates coupling reactions under mild conditions. The molecule exhibits good solubility in polar solvents and tolerance to common protecting group manipulations, making it well-suited for iterative synthesis of complex indole scaffolds in medicinal chemistry and natural product derivatization 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-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   23.24
  • LogP   -0.5779
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   0

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