Description
2-Hydroxy-3,5-dimethoxybenzaldehyde (CAS No. 65162-29-0) is a high-purity aromatic aldehyde with the molecular formula C9H10O4. This compound features a benzaldehyde core substituted with hydroxyl and two methoxy functional groups at the 2-, 3-, and 5-positions, respectively, making it a valuable intermediate in organic synthesis and pharmaceutical research. Its crystalline form and well-defined structure ensure consistent reactivity, ideal for use in coupling reactions, Schiff base formation, and as a precursor for heterocyclic compounds. Suitable for researchers requiring precise control over synthetic pathways, this product is rigorously tested for purity (typically ≥95% by HPLC or GC analysis) and is supplied with comprehensive analytical documentation, including 1H NMR and FTIR spectra. Packaged under inert gas to prevent degradation, it is available in quantities ranging from milligrams to kilograms to meet both lab-scale and pilot-scale demands.
Properties
- CAS Number: 65162-29-0
- Complexity: 171
- IUPAC Name: 2-hydroxy-3,5-dimethoxy-benzaldehyde
- InChI: InChI=1S/C9H10O4/c1-12-7-3-6(5-10)9(11)8(4-7)13-2/h3-5,11H,1-2H3
- InChI Key: RZKNKVRCIXKLBQ-UHFFFAOYSA-N
- Exact Mass: 182.05790880
- Molecular Formula: C9H10O4
- Molecular Weight: 182.17
- SMILES: COC1=CC(=C(C(=C1)OC)O)C=O
- Topological: 55.8
- Monoisotopic Mass: 182.05790880
- Synonyms: 2-hydroxy-3,5-dimethoxybenzaldehyde, 65162-29-0, DTXSID50428270, DTXCID20379104, 2-Hydroxy-3,5-dimethoxy-benzaldehyde, Benzaldehyde, 2-hydroxy-3,5-dimethoxy-, SCHEMBL118908, hydroxy-3,5-dimethoxybenzaldehyde, RZKNKVRCIXKLBQ-UHFFFAOYSA-N, AKOS006292361, DB-127776
Application
2-Hydroxy-3,5-dimethoxybenzaldehyde serves as a versatile building block in medicinal chemistry, particularly in the synthesis of bioactive molecules like antioxidants and antimicrobial agents. Its aldehyde and phenolic groups enable participation in condensation reactions to form chalcones, flavonoids, and other pharmacophores. Researchers also utilize it in material science for developing organic ligands and coordination polymers. Its stability under mild conditions makes it suitable for multi-step synthetic workflows.
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