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CS-W001157 4
Total: USD 88.00

5-Bromo-2-iodophenol

  • CAS No. 858855-11-5

  • Cat. No. CS-W004884
  • Purity≥97%
  • MDL No.MFCD16999931

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

5-Bromo-2-iodophenol|CS-W004884

Structure of 858855-11-5

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General Information

  • CAS No. 858855-11-5
  • Cat. No. CS-W004884
  • Purity ≥97%
  • MDL No. MFCD16999931
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₄BrIO
  • Molecular Weight 298.90
  • Synonym(s) 3-HYDROXY-4-IODOBROMOBENZENE
  • SMILES OC1=C(I)C=CC(Br)=C1

Description

5-Bromo-2-iodophenol features a phenolic hydroxyl group flanked by bromo and iodo substituents at the 5- and 2-positions, respectively. This electron-deficient aromatic scaffold enables direct coupling in transition-metal-catalyzed reactions. The molecule exhibits enhanced stability under standard bench conditions and serves as a key building block for bioactive heterocycles and functionalized aryl systems.

Application

5-Bromo-2-iodophenol serves as a versatile building block in the synthesis of functionalized aryl scaffolds, enabling palladium-catalyzed cross-coupling reactions due to its orthogonal halogen reactivity. The bromo and iodo substituents facilitate sequential transformations, while the phenolic hydroxyl group offers site-specific derivatization and enhanced solubility. Bench-stable and readily purified by recrystallization, it functions efficiently in standard coupling protocols and heterocycle construction workflows.

Synthesis

  • Route1

    References

    • Journal of the Chemical Society, , p. 137

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

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Computational Chemistry Data

  • TPSA   20.23
  • LogP   2.7593
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   0

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