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CS-W001157 4
Total: USD 88.00

2-Bromo-3-iodophenol

  • CAS No. 863870-88-6

  • Cat. No. CS-0088155
  • Purity≥97%
  • MDL No.MFCD08166322

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

2-Bromo-3-iodophenol|CS-0088155

Structure of 863870-88-6

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General Information

  • CAS No. 863870-88-6
  • Cat. No. CS-0088155
  • Purity ≥97%
  • MDL No. MFCD08166322
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₄BrIO
  • Molecular Weight 298.90
  • Synonym(s) None
  • SMILES OC1=CC=CC(I)=C1Br

Description

2-Bromo-3-iodophenol features a dual halogen substitution pattern on the phenolic ring, enabling selective functionalization in cross-coupling reactions. The ortho-halogen arrangement enhances reactivity while maintaining stability under standard handling conditions. This compound serves as a key intermediate in the synthesis of bioactive molecules and specialty materials.

Application

2-Bromo-3-iodophenol serves as a versatile diaryl building block for palladium-catalyzed cross-coupling reactions, enabling efficient construction of biaryl scaffolds. Its orthogonal halogen reactivity facilitates sequential functionalization, while the phenolic hydroxyl group offers opportunities for derivatization or protection. The compound exhibits good bench stability and is readily purified by crystallization or column chromatography, making it well-suited for iterative synthesis in medicinal chemistry and materials development.

Synthesis

  • Route1

    References

    • Storch, Jan; Sykora, Jan; Cermak, Jan; Karban, Jindrich; Cisarova, Ivana; Ruzicka, Ales Journal of Organic Chemistry, 2009 , vol. 74, # 8 p. 3090 - 3093
  • Route2
    • null|null
      863870-83-1
    • ~71%
    • In-stock
      2-Bromo-3-iodophenol|CS-0088155
      863870-88-6

    References

    • Sanz, Roberto; Castroviejo, M. Pilar; Fernandez, Yolanda; Fananas, Francisco J. Journal of Organic Chemistry, 2005 , vol. 70, # 16 p. 6548 - 6551
  • Route3
    • null|null
      863870-73-9
    • ~%
    • In-stock
      2-Bromo-3-iodophenol|CS-0088155
      863870-88-6

    References

    • Sanz, Roberto; Castroviejo, M. Pilar; Fernandez, Yolanda; Fananas, Francisco J. Journal of Organic Chemistry, 2005 , vol. 70, # 16 p. 6548 - 6551

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-H312-H315-H319-H332-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-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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