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CS-W001157 4
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4-Bromo-2-(hydroxymethyl)benzoic acid

  • CAS No. 670256-21-0

  • Cat. No. CS-0096396
  • Purity≥97%
  • MDL No.None

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

4-Bromo-2-(hydroxymethyl)benzoic acid|CS-0096396

Structure of 670256-21-0

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General Information

  • CAS No. 670256-21-0
  • Cat. No. CS-0096396
  • Purity ≥97%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₇BrO₃
  • Molecular Weight 231.04
  • Synonym(s) 4-Bromo-alpha-hydroxy-o-toluic acid
  • SMILES O=C(O)C1=CC=C(Br)C=C1CO

Description

4-Bromo-2-(hydroxymethyl)benzoic acid features a strategically positioned bromine atom and a hydroxymethyl group flanking a carboxylic acid moiety, enabling selective functionalization in synthetic routes. This scaffold supports efficient derivatization under standard conditions, offering enhanced solubility and stability for use in pharmaceutical intermediates and bioconjugation applications.

Application

4-Bromo-2-(hydroxymethyl)benzoic acid serves as a versatile building block for medicinal chemistry and heterocyclic synthesis. The carboxylic acid group enables direct derivatization via amide, ester, or acyl chloride formation, while the bromine facilitates palladium-catalyzed cross-coupling reactions. The hydroxymethyl functionality offers orthogonal reactivity for oxidation to aldehyde or carboxylic acid, or protection as ethers. Bench-stable and readily purified by recrystallization, it supports scalable synthesis of functionalized aromatic scaffolds.

Synthesis

  • Route1

    References

    • ASTRAZENECA AB Patent: US2008/15237 A1, 2008 ; Location in patent: Page/Page column 33 ; US 20080015237 A1
  • Route2

    References

    • Levy; Stephen Journal of the Chemical Society, 1931 , p. 867,869

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   57.53
  • LogP   1.6396
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   2

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