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CS-W001157 4
Total: USD 88.00

3-Bromo-2-chlorophenol

  • CAS No. 863870-87-5

  • Cat. No. CS-W019088
  • Purity≥98%
  • MDL No.MFCD08166321

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

3-Bromo-2-chlorophenol|CS-W019088

Structure of 863870-87-5

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General Information

  • CAS No. 863870-87-5
  • Cat. No. CS-W019088
  • Purity ≥98%
  • MDL No. MFCD08166321
  • Storage RT, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₄BrClO
  • Molecular Weight None
  • Synonym(s) None
  • SMILES OC1=C(Cl)C(Br)=CC=C1

Description

3-Bromo-2-chlorophenol features a bromine substituent at the meta position and a chlorine atom at the ortho position relative to the hydroxyl group, creating a uniquely activated aromatic scaffold. This electron-deficient phenolic system facilitates selective coupling reactions in synthetic organic chemistry, particularly in palladium-catalyzed cross-couplings. The compound exhibits enhanced stability under standard bench conditions and integrates readily into complex molecular architectures requiring halogen-directed functionalization.

Application

3-Bromo-2-chlorophenol serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling direct functionalization at the ortho position relative to the phenolic hydroxyl group. Its dual halogen substituents facilitate palladium-catalyzed cross-coupling reactions, including Suzuki-Miyaura and Stille couplings, with high regioselectivity. The compound exhibits excellent bench stability and ease of purification, making it well-suited for multi-step syntheses requiring robust intermediates.

Synthesis

  • Route1
    • 3-Bromo-2-chlorophenyl diethylcarbamate|CS-0466691
      863870-81-9
    • ~82%
    • In-stock
      3-Bromo-2-chlorophenol|CS-W019088
      863870-87-5

    References

    • Sanz, Roberto; Castroviejo, M. Pilar; Fernandez, Yolanda; Fananas, Francisco J. Journal of Organic Chemistry, 2005 , vol. 70, # 16 p. 6548 - 6551
  • Route2
    • null|null
      95-57-8
    • In-stock
      Diphenyl sulfide|CS-W016890
      139-66-2
    • ~%
    • In-stock
      3-Bromo-2-chlorophenol|CS-W019088
      863870-87-5

    References

    • US4210766 A1, ;
  • Route3
    • Carbamic acid, N,N-diethyl-, 3-bromophenyl ester|CS-0191577
      863870-72-8
    • ~%
    • In-stock
      3-Bromo-2-chlorophenol|CS-W019088
      863870-87-5

    References

    • Journal of Organic Chemistry, , vol. 70, # 16 p. 6548 - 6551

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS07
Signal Word : Danger
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H318-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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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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