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CS-W001157 4
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4-Bromo-3-hydroxybenzaldehyde

  • CAS No. 20035-32-9

  • Cat. No. CS-0033659
  • Purity≥97%
  • MDL No.None

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

4-Bromo-3-hydroxybenzaldehyde|CS-0033659

Structure of 20035-32-9

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General Information

  • CAS No. 20035-32-9
  • Cat. No. CS-0033659
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₅BrO₂
  • Molecular Weight 201.02
  • Synonym(s) 4-bromanyl-3-oxidanyl-benzaldehyde
  • SMILES O=CC1=CC=C(Br)C(O)=C1

Description

4-Bromo-3-hydroxybenzaldehyde features a bromine substituent at the para position relative to a hydroxylated aldehyde, delivering enhanced reactivity in cross-coupling and electrophilic functionalization. The adjacent phenolic hydroxyl group enables chelation and stabilization of reaction intermediates. This compound serves as a key building block for bioactive heterocycles and advanced synthetic intermediates in medicinal chemistry.

Application

4-Bromo-3-hydroxybenzaldehyde serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling direct functionalization at the phenolic hydroxyl and aldehyde moieties. Its ortho-dihydroxy-like reactivity profile facilitates metal-catalyzed coupling reactions and oxidative transformations. The molecule exhibits good bench stability and is compatible with standard protecting group strategies, making it suitable for multi-step synthesis workflows requiring selective derivatization.

Synthesis

  • Route1
    • 3-Hydroxybenzaldehyde Roxatidine Impurity|CS-0229483
      100-83-4
    • ~95%
    • In-stock
      4-Bromo-3-hydroxybenzaldehyde|CS-0033659
      20035-32-9

    References

    • Borikar, Sanjay P.; Daniel, Thomas; Paul, Vincent Synthetic Communications, 2010 , vol. 40, # 5 p. 647 - 653
  • Route2

    References

    • Bovonsombat, Pakorn; Ali, Rameez; Khan, Chiraphorn; Leykajarakul, Juthamard; Pla-On, Kawin; Aphimanchindakul, Suraj; Pungcharoenpong, Natchapon; Timsuea, Nisit; Arunrat, Anchalee; Punpongjareorn, Napat Tetrahedron, 2010 , vol. 66, # 34 p. 6928 - 6935
  • Route3

    References

    • Tietze, Lutz F.; Brasche, Gordon; Grube, Alexander; Boehnke, Niels; Stadler, Christian Chemistry - A European Journal, 2007 , vol. 13, # 30 p. 8543 - 8563

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   37.3
  • LogP   1.9672
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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