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CS-W001157 4
Total: USD 88.00

N-Iodosaccharin

  • CAS No. 86340-94-5

  • Cat. No. CS-0205380
  • Purity≥97%
  • MDL No.MFCD09037939

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

N-Iodosaccharin|CS-0205380

Structure of 86340-94-5

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General Information

  • CAS No. 86340-94-5
  • Cat. No. CS-0205380
  • Purity ≥97%
  • MDL No. MFCD09037939
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₄INO₃S
  • Molecular Weight 309.08
  • Synonym(s) 2-Iodo-1,2-benzisothiazol-3(2H)-one 1,1-Dioxide
  • SMILES O=C1C=2C=CC=CC2S(=O)(=O)N1I

Description

N-Iodosaccharin delivers a potent electrophilic iodine source for direct C–H functionalization and halogenation reactions. This bench-stable, moisture-tolerant reagent features a polarized N–I bond that facilitates selective iodination under mild conditions. The electron-deficient saccharin scaffold enhances reactivity while minimizing side processes.

Application

N-Iodosaccharin serves as a stable, bench-ready source of electrophilic iodine for direct C–H functionalization and heterocycle iodination. It enables regioselective mono-iodination of electron-rich aromatic systems under mild conditions, with high functional group tolerance and straightforward purification. The reagent functions effectively in both stoichiometric and catalytic applications, facilitating access to iodinated intermediates for cross-coupling and medicinal chemistry campaigns.

Synthesis

  • Route1

    References

    • Synlett, , # 4 p. 544 - 546

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319
Precautionary Statements : P264-P280-P302+P352-P362

Quality Control

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Computational Chemistry Data

  • TPSA   54.45
  • LogP   1.1811
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   0

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