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CS-W001157 4
Total: USD 88.00

4-(5-Bromo-2-chlorobenzyl)phenol

  • CAS No. 864070-18-8

  • Cat. No. CS-0141423
  • Purity≥98%
  • MDL No.MFCD19441145

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

4-(5-Bromo-2-chlorobenzyl)phenol|CS-0141423

Structure of 864070-18-8

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General Information

  • CAS No. 864070-18-8
  • Cat. No. CS-0141423
  • Purity ≥98%
  • MDL No. MFCD19441145
  • Storage RT, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₃H₁₀BrClO
  • Molecular Weight 297.57
  • Synonym(s) Phenol, 4-[(5-bromo-2-chlorophenyl)methyl]-
  • SMILES OC1=CC=C(CC2=CC(Br)=CC=C2Cl)C=C1

Description

4-(5-Bromo-2-chlorobenzyl)phenol features a brominated and chlorinated benzyl group attached to a phenolic ring, delivering enhanced electron-withdrawing character and improved metabolic stability. This structural motif facilitates efficient coupling in cross-coupling reactions and serves as a key intermediate in the synthesis of bioactive compounds.

Application

4-(5-Bromo-2-chlorobenzyl)phenol serves as a versatile building block for the synthesis of bioactive heterocycles and pharmaceutical intermediates. Its ortho-halogenated benzyl moiety enables efficient palladium-catalyzed cross-coupling reactions, while the phenolic hydroxyl group offers direct functionalization or protection options. The molecule exhibits good bench stability and facilitates straightforward purification, making it well-suited for iterative synthetic sequences in medicinal chemistry and process development workflows.

Synthesis

  • Route1
    • 4-Bromo-1-chloro-2-(4-ethoxybenzyl)benzene Dapagliflozin Impurity|CS-0214035
      461432-23-5
    • ~97%
    • In-stock
      4-(5-Bromo-2-chlorobenzyl)phenol|CS-0141423
      864070-18-8

    References

    • PFIZER INC.; MASCITTI, Vincent Patent: WO2011/51864 A1, 2011 ; Location in patent: Page/Page column 27-28 ; WO 2011/051864 A1
  • Route2
    • (5-bromo-2-chlorophenyl)(4-hydroxyphenyl)methanone  Empagliflozin Impurity|CS-0165112
      1360568-68-8
    • ~92%
    • In-stock
      4-(5-Bromo-2-chlorobenzyl)phenol|CS-0141423
      864070-18-8

    References

    • HETERO RESEARCH FOUNDATION; PARTHASARADHI REDDY, Bandi; MANOHAR SHARMA, Vedula; RATHNAKAR REDDY, Kura; VL SUBRAHMANYAM, Lanka; SUDHAKAR, Neela Patent: WO2012/25857 A1, 2012 ; Location in patent: Page/Page column 21 ; WO 2012/025857 A1
  • Route3

    References

    • HETERO RESEARCH FOUNDATION; PARTHASARADHI REDDY, Bandi; MANOHAR SHARMA, Vedula; RATHNAKAR REDDY, Kura; VL SUBRAHMANYAM, Lanka; SUDHAKAR, Neela Patent: WO2012/25857 A1, 2012 ; WO 2012/025857 A1

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

Quality Control

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Computational Chemistry Data

  • TPSA   20.23
  • LogP   4.3989
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   2

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