Cas no 23806-63-5 (3-(Benzyloxy)-2-hydroxybenzoic acid)

3-(Benzyloxy)-2-hydroxybenzoic acid is a substituted benzoic acid derivative featuring both benzyl ether and hydroxyl functional groups. This compound is of interest in organic synthesis and pharmaceutical research due to its versatile reactivity, particularly as an intermediate in the preparation of more complex molecules. The presence of the benzyloxy group offers protective functionality, while the ortho-hydroxybenzoic acid moiety enables chelation and further derivatization. Its structural properties make it suitable for applications in medicinal chemistry, such as the development of anti-inflammatory or antimicrobial agents. The compound is typically characterized by high purity and stability under standard storage conditions, ensuring reliable performance in synthetic workflows.
3-(Benzyloxy)-2-hydroxybenzoic acid structure
23806-63-5 structure
Product Name:3-(Benzyloxy)-2-hydroxybenzoic acid
CAS No:23806-63-5
MF:C14H12O4
MW:244.242684364319
CID:1092430
PubChem ID:56679846
Update Time:2025-06-30

3-(Benzyloxy)-2-hydroxybenzoic acid Chemical and Physical Properties

Names and Identifiers

    • 3-(Benzyloxy)-2-hydroxybenzoic acid
    • 2-hydroxy-3-phenylmethoxybenzoic acid
    • CHEMBL1813371
    • 3-(Benzyloxy)-2-hydroxybenzoicacid
    • 3-benzyloxy-2-hydroxy-benzoic acid
    • 23806-63-5
    • BDBM50484150
    • SCHEMBL7050350
    • Inchi: 1S/C14H12O4/c15-13-11(14(16)17)7-4-8-12(13)18-9-10-5-2-1-3-6-10/h1-8,15H,9H2,(H,16,17)
    • InChI Key: ATYBTOZURWXNTE-UHFFFAOYSA-N
    • SMILES: O(C1C=CC=C(C(=O)O)C=1O)CC1C=CC=CC=1

Computed Properties

  • Exact Mass: 244.07355886g/mol
  • Monoisotopic Mass: 244.07355886g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 18
  • Rotatable Bond Count: 4
  • Complexity: 273
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 3.4
  • Topological Polar Surface Area: 66.8?2

3-(Benzyloxy)-2-hydroxybenzoic acid Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
Crysdot LLC
CD12093025-5g
3-(Benzyloxy)-2-hydroxybenzoic acid
23806-63-5 95+%
5g
$402 2024-07-24

Additional information on 3-(Benzyloxy)-2-hydroxybenzoic acid

3-(Benzyloxy)-2-hydroxybenzoic acid: A Versatile Compound in Pharmaceutical and Material Science Applications

3-(Benzyloxy)-2-hydroxybenzoic acid, with the chemical formula C14H10O4 and CAS number 23806-63-5, is a multifunctional organic compound that has garnered significant attention in recent years due to its unique molecular structure and diverse applications across various scientific disciplines. This compound belongs to the class of hydroxybenzoic acids, which are aromatic carboxylic acids characterized by the presence of a hydroxyl group and a carboxylic acid group on the benzene ring. The benzyloxy substituent at the 3-position further enhances its reactivity and functional versatility, making it a valuable building block in synthetic chemistry.

Recent studies have highlighted the potential of 3-(Benzyloxy)-2-hydroxybenzoic acid in the development of pharmaceutical compounds, particularly in the context of antioxidant and anti-inflammatory drug design. Researchers have demonstrated that the molecule's ability to act as a hydrogen donor and its capacity to chelate metal ions contribute to its biological activity. A 2023 study published in Journal of Medicinal Chemistry reported that derivatives of this compound exhibited promising antimicrobial properties against multidrug-resistant bacterial strains, underscoring its potential as a lead molecule for antibacterial drug discovery.

The synthetic route to 3-(Benzyloxy)-2-hydroxybenzoic acid has been extensively explored in recent years, with a focus on improving yield and purity. One notable approach involves the electrophilic substitution of a phenolic derivative with a benzyloxy group, followed by oxidative cleavage to introduce the carboxylic acid functionality. This method, which has been optimized in a 2022 study published in Organic & Biomolecular Chemistry, allows for the scalable production of the compound while minimizing byproduct formation. The green chemistry principles employed in this synthesis align with the growing emphasis on sustainable practices in pharmaceutical manufacturing.

In the field of material science, 3-(Benzyloxy)-2-hydroxybenzoic acid has been investigated for its potential applications in polymer chemistry and nanotechnology. Its ability to form hydrogen bonds with other molecules makes it an attractive candidate for the development of biodegradable polymers and <

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