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CS-W001157 4
Total: USD 88.00

4-Bromo-2-iodophenol

  • CAS No. 207115-22-8

  • Cat. No. CS-0041105
  • Purity≥95%
  • MDL No.MFCD09029644

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

4-Bromo-2-iodophenol|CS-0041105

Structure of 207115-22-8

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General Information

  • CAS No. 207115-22-8
  • Cat. No. CS-0041105
  • Purity ≥95%
  • MDL No. MFCD09029644
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₄BrIO
  • Molecular Weight 298.90
  • Synonym(s) 2-Iodo-4-bromophenol
  • SMILES OC1=CC=C(Br)C=C1I

Description

4-Bromo-2-iodophenol features a phenolic hydroxyl group flanked by bromo and iodo substituents at the 4- and 2-positions, respectively. This ortho-halogenated scaffold enables selective cross-coupling reactions in palladium-catalyzed transformations. The molecule exhibits enhanced reactivity due to the electron-withdrawing nature of the halogens, facilitating efficient C–C bond formation under mild conditions.

Application

4-Bromo-2-iodophenol serves as a versatile diaryl building block for palladium-catalyzed cross-coupling reactions, enabling efficient construction of biaryl scaffolds. The ortho-iodo group facilitates selective coupling with boronic acids, esters, and stannanes, while the para-bromo substituent offers complementary reactivity. Bench-stable and readily purified by recrystallization, it functions reliably in iterative synthesis workflows requiring functional group tolerance and predictable regiochemistry.

Synthesis

  • Route1
    • null|null
      106-41-2
    • ~95%
    • In-stock
      4-Bromo-2-iodophenol|CS-0041105
      207115-22-8

    References

    • Akhlaghinia, Batool; Rahmani, Marzieh Journal of the Brazilian Chemical Society, 2010 , vol. 21, # 1 p. 3 - 6
  • Route2

    References

    • Schmidt, Bernd; Riemer, Martin; Karras, Manfred Journal of Organic Chemistry, 2013 , vol. 78, # 17 p. 8680 - 8688
  • Route3
    • null|null
      106-41-2
    • ~89%
    • In-stock
      4-Bromo-2-iodophenol|CS-0041105
      207115-22-8
    • 4-Bromo-2,6-diiodophenol|CS-0157700
      15459-51-5

    References

    • Pan, Wen-Bin; Chen, Chin-Chau; Wei, Li-Lan; Wei, Li-Mei; Wu, Ming-Jung Tetrahedron Letters, 2013 , vol. 54, # 21 p. 2655 - 2657

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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