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CS-W001157 4
Total: USD 88.00

2-Bromo-3-chlorophenol

  • CAS No. 855836-62-3

  • Cat. No. CS-W007088
  • Purity≥98%
  • MDL No.MFCD04037216

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

2-Bromo-3-chlorophenol|CS-W007088

Structure of 855836-62-3

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General Information

  • CAS No. 855836-62-3
  • Cat. No. CS-W007088
  • Purity ≥98%
  • MDL No. MFCD04037216
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₄BrClO
  • Molecular Weight 207.45
  • Synonym(s) None
  • SMILES OC1=C(Br)C(Cl)=CC=C1

Description

2-Bromo-3-chlorophenol features a bromine atom at the ortho position and a chlorine substituent at the meta position relative to the hydroxyl group, creating a uniquely electron-deficient aromatic scaffold. This configuration enhances reactivity in electrophilic substitution and facilitates coupling reactions under mild conditions. The compound exhibits bench-stable handling characteristics and integrates readily into complex synthetic sequences requiring halogen-directed functionalization.

Application

2-Bromo-3-chlorophenol serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling regioselective functionalization via palladium-catalyzed cross-coupling reactions. Its ortho-halogenated structure provides excellent compatibility with standard Suzuki, Stille, and Negishi transformations, while the phenolic hydroxyl group allows for derivatization or protection under mild conditions. Bench-stable and readily purified by recrystallization, it functions as a key intermediate in the construction of complex heterocyclic scaffolds and bioactive molecules.

Synthesis

  • Route1
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      863870-78-4
    • ~82%
    • In-stock
      2-Bromo-3-chlorophenol|CS-W007088
      855836-62-3

    References

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

    References

    • Oberhauser, Thomas Journal of Organic Chemistry, 1997 , vol. 62, p. 4504 - 4506
  • Route3
    • null|null
      108-43-0
    • ~%
    • In-stock
      2-Bromo-3-chlorophenol|CS-W007088
      855836-62-3

    References

    • Hodgson; Kershaw Journal of the Chemical Society, 1930 , p. 1419,1423

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   2.8081
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   0

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