2,3-Dihydroxybenzaldehyde - ≥97% , CAS No.24677-78-9

CAS: 24677-78-9 Cat. No.: D122910 Molecular Weight: 138.12 Beilstein Registry Number: 2041781 EC Number: 246-398-1

GRADE & PURITY ≥97%

Synonyms

h-pro-ome hcl | BCP25752 | NSC146456 | NSC-146456 | o-Pyrocatechualdehyde | A817431 | DIHYDROXYBENZALDEHYDE, 2,3- | 2,3-dihydroxy benzaldehyde | EINECS 246-398-1 | BDBM111044 | SCHEMBL36440 | 3-hydroxysalicylaldehyde | 5,6-Dihydroxybenzaldehyde | Methanam

Storage

Store at 2-8°C,Argon charged

Shipped In

Wet ice

Overview

An antifungal and antimicrobial agent. In one study, 2,3-dihydroxybenzaldehyde was identified as a potent chemosensitizing agent that targets the cell wall. Furthermore, an additional study confirmed that 2,3-dihydroxybenzaldehyde disrupted the MAPK pathway via the SOD2 gene. The same study also found that when used with other antifungal agents such as fludioxonil, it prevented fungal mutants from developing tolerance to fludioxonil. Also found to be useful in synthesis of Amberlite XAD resins that can be used to preconcentrate metals from soil samples.

2,3-Dihydroxybenzaldehyde has been used to synthesize the copper(II) complex of Schiff base. It is also used to synthesize 2-ethoxy-3-hydroxy-4-nitrobenzoic acid

Specifications

Synonyms

h-pro-ome hcl | BCP25752 | NSC146456 | NSC-146456 | o-Pyrocatechualdehyde | A817431 | DIHYDROXYBENZALDEHYDE, 2, 3- | 2, 3-dihydroxy benzaldehyde | EINECS 246-398-1 | BDBM111044 | SCHEMBL36440 | 3-hydroxysalicylaldehyde | 5, 6-Dihydroxybenzaldehyde | Methanam

Specifications & Purity

≥97%

Storage

Store at 2-8°C, Argon charged

Shipped In

Wet ice

This product requires cold chain shipping. Ground and other economy services are not available.

Purity

≥97%

Names and Identifiers

• Pubchem Sid: 504756037
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504756037
• Canonical Smiles: C1=CC(=C(C(=C1)O)O)C=O
• IUPAC Name: 2,3-dihydroxybenzaldehyde
• InChIKey: IXWOUPGDGMCKGT-UHFFFAOYSA-N
• INCHI: 1S/C7H6O3/c8-4-5-2-1-3-6(9)7(5)10/h1-4,9-10H
• Isomeric SMILES: C1=CC(=C(C(=C1)O)O)C=O
• WGK Germany: 3
• Molecular Weight: 138.12
• Beilstein: 2041781
• Reaxy-Rn: 2041781
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=2041781&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic oxygen compounds
    • Class Organooxygen compounds
      • Subclass Carbonyl compounds
        • Level5 Aldehydes
          • Level6 Aryl-aldehydes
            • Level7 Benzaldehydes
              • Level8 Hydroxybenzaldehydes

• Kingdom: Organic compounds
• Superclass: Organic oxygen compounds
• Class: Organooxygen compounds
• Subclass: Carbonyl compounds
• Intermediate Tree Nodes: Aldehydes - Aryl-aldehydes - Benzaldehydes
• Direct Parent: Hydroxybenzaldehydes
• Alternative Parents: Catechols Benzoyl derivatives 1-hydroxy-4-unsubstituted benzenoids 1-hydroxy-2-unsubstituted benzenoids Vinylogous acids Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: Hydroxybenzaldehyde - Catechol - Benzoyl - 1-hydroxy-4-unsubstituted benzenoid - 1-hydroxy-2-unsubstituted benzenoid - Phenol - Benzenoid - Monocyclic benzene moiety - Vinylogous acid - Organic oxide - Hydrocarbon derivative - Aromatic homomonocyclic compound
• Description: This compound belongs to the class of organic compounds known as hydroxybenzaldehydes. These are organic aromatic compounds containing a benzene ring carrying an aldehyde group and a hydroxyl group.
• External Descriptors: dihydroxybenzaldehyde

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Insoluble in water.
• Sensitivity: air sensitive
• Boil Point(°C): 120°C/16mmHg
• Melt Point(°C): 107°C
• Molecular Weight: 138.120 g/mol
• XLogP3: 1.500
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 138.032 Da
• Monoisotopic Mass: 138.032 Da
• Topological Polar Surface Area: 57.500 Ų
• Heavy Atom Count: 10
• Formal Charge: 0
• Complexity: 124.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

References

1. Haitao Zhu, Houcong Li, Yuxin Ji, Min Hou, Qingling Yang, Lili Liang, Wenge Li.  (2024)  In vitro and in vivo studies of a decanuclear Ni(II) complex as a potential anti-breast cancer agent.  BIOORGANIC CHEMISTRY,      [PMID:39546934] [10.1016/j.bioorg.2024.107949]

2. Jiaojiao Wang, Yanyan Gao, Yuexing Zhang, Dongmei Xu, Zongxin Li, Yifei Su, Fang Wang, Ning Zhang, Daopeng Zhang, Kang Wang, Yuting Chen.  (2025)  Multisite-complexation-regulating solvent-dependent monomolecular chemosensor for the quantification of Fe3+/ClO− and rapid detection of Al3+/Cr3+/Cu2+.  NEW JOURNAL OF CHEMISTRY,      [PMID:] [10.1039/D5NJ00879D]

3. Donghui Wang, Yuanyuan Liu, Ningning Li, Wei Liu, Yang Li, Yiming Zhang.  (2026)  Template derivatization-mediated synthesis of highly ordered paper-based imprinted chip for enhanced sulfadiazine analysis.  FOOD CHEMISTRY,      [PMID:41719668] [10.1016/j.foodchem.2026.148493]