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CS-W001157 4
Total: USD 88.00

3-Bromo-2-iodophenol

  • CAS No. 855836-52-1

  • Cat. No. CS-0036114
  • Purity≥98%
  • MDL No.None

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

3-Bromo-2-iodophenol|CS-0036114

Structure of 855836-52-1

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General Information

  • CAS No. 855836-52-1
  • Cat. No. CS-0036114
  • Purity ≥98%
  • MDL No. None
  • 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 C1=CC(=C(C(=C1)Br)I)O

Description

3-Bromo-2-iodophenol features a dual halogen substitution pattern on the phenolic ring, enabling selective cross-coupling reactions in synthetic organic chemistry. The ortho-bromo and iodophenol functionalities offer complementary reactivity for Pd-catalyzed transformations, while the hydroxyl group provides a handle for derivatization or stabilization under standard conditions.

Application

3-Bromo-2-iodophenol serves as a versatile diaryl building block for palladium-catalyzed cross-coupling reactions, enabling efficient construction of biaryl scaffolds. The ortho-halogen arrangement facilitates selective functionalization, while the phenolic hydroxyl group offers opportunities for derivatization or protection. Its bench-stable nature and compatibility with standard coupling protocols make it a practical choice for medicinal chemistry and process development workflows.

Synthesis

  • Route1
    • null|null
      863870-79-5
    • ~88%
    • In-stock
      3-Bromo-2-iodophenol|CS-0036114
      855836-52-1

    References

    • Sanz, Roberto; Castroviejo, M. Pilar; Fernandez, Yolanda; Fananas, Francisco J. Journal of Organic Chemistry, 2005 , vol. 70, # 16 p. 6548 - 6551
  • Route2

    References

    • Organic and Biomolecular Chemistry, , vol. 8, # 17 p. 3860 - 3864
  • Route3
    • Carbamic acid, N,N-diethyl-, 3-bromophenyl ester|CS-0191577
      863870-72-8
    • ~%
    • In-stock
      3-Bromo-2-iodophenol|CS-0036114
      855836-52-1

    References

    • Journal of Organic Chemistry, , vol. 72, # 14 p. 5113 - 5118

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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