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CS-W001157 4
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3-Bromo-5-hydroxybenzaldehyde

  • CAS No. 199177-26-9

  • Cat. No. CS-W005146
  • Purity≥98%
  • MDL No.MFCD06797981

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

3-Bromo-5-hydroxybenzaldehyde|CS-W005146

Structure of 199177-26-9

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General Information

  • CAS No. 199177-26-9
  • Cat. No. CS-W005146
  • Purity ≥98%
  • MDL No. MFCD06797981
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₅BrO₂
  • Molecular Weight 201.02
  • Synonym(s) None
  • SMILES O=CC1=CC(O)=CC(Br)=C1

Description

3-Bromo-5-hydroxybenzaldehyde features a bromine substituent and a hydroxyl group flanking the aldehyde functionality, enabling selective coupling reactions. This electron-deficient aromatic scaffold supports efficient derivatization in synthetic medicinal chemistry workflows.

Application

3-Bromo-5-hydroxybenzaldehyde serves as a versatile building block in medicinal chemistry, enabling direct functionalization at both the hydroxyl and aldehyde positions. Its bromo group facilitates palladium-catalyzed cross-coupling reactions, while the phenolic hydroxyl allows for derivatization or protection. The aldehyde functionality supports reductive amination, Mannich reactions, and imine formation, making it valuable for constructing heterocyclic scaffolds and bioactive intermediates. Bench-stable and compatible with standard purification methods, it functions reliably in multi-step synthesis workflows.

Synthesis

  • Route1
    • In-stock
      3,5-Dibromophenol|CS-W007905
      626-41-5
    • null|null
      68-12-2
    • ~%
    • In-stock
      3-Bromo-5-hydroxybenzaldehyde|CS-W005146
      199177-26-9

    References

    • MERCK FROSST CANADA LTD. Patent: WO2008/58387 A1, 2008 ; Location in patent: Page/Page column 20 ; WO 2008/058387 A1
  • Route2

    References

    • Hewings, David S.; Fedorov, Oleg; Filippakopoulos, Panagis; Martin, Sarah; Picaud, Sarah; Tumber, Anthony; Wells, Christopher; Olcina, Monica M.; Freeman, Katherine; Gill, Andrew; Ritchie, Alison J.; Sheppard, David W.; Russell, Angela J.; Hammond, Ester M.; Knapp, Stefan; Brennan, Paul E.; Conway, Stuart J. Journal of Medicinal Chemistry, 2013 , vol. 56, # 8 p. 3217 - 3227
  • Route3
    • null|null
      68-12-2
    • ~%
    • In-stock
      3-Bromo-5-hydroxybenzaldehyde|CS-W005146
      199177-26-9

    References

    • MERCK FROSST CANADA LTD. Patent: WO2007/9250 A1, 2007 ; Location in patent: Page/Page column 47-48 ; WO 2007/009250 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   37.3
  • LogP   1.9672
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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