TCI H0881 2-Hydroxy-5-methoxybenzaldehyde is a salicylaldehyde derivative carrying a methoxy group at the five position of the benzene ring. The compound is an aromatic intermediate used very frequently in organic synthesis laboratories because it provides three complementary functional groups within one simple molecule: an aldehyde, a phenol, and an aromatic ether. Its role in the laboratory is primarily as a precursor for the formation of Schiff bases, salen ligands, oxygenated heterocyclic compounds, and a wide range of substituted aromatic derivatives.
The property that makes this compound a preferred choice is the position of the hydroxyl group adjacent to the aldehyde, which allows an intramolecular hydrogen bond to form and makes the compound an ideal reaction partner for primary amines in building stable salicylaldimine ligands. The methoxy group contributes an electron-donating effect, modulating the electron density of the ring while simultaneously influencing the electronic character of the resulting metal complexes. The aldehyde group remains reactive toward classical condensation reactions such as Knoevenagel and Perkin, while the phenol can be selectively alkylated to open routes toward heterocyclic systems.
For laboratories in Indonesia, this building block fits the everyday work of academic and industrial research groups engaged in organic synthesis and coordination chemistry. It is typically drawn upon during ligand preparation, in the stepwise construction of aromatic target molecules, and in method development where a single, well-defined aromatic scaffold with several addressable functional groups shortens a synthetic route. Its versatility makes it a practical stock item for synthesis benches supporting multiple ongoing projects.
Related TCI products
- TCI B4681 2973-59-3 2-Bromo-5-hydroxy-4-methoxybenzaldehyde
- TCI B1487 20035-41-0 6-Bromo-2-hydroxy-3-methoxybenzaldehyde
- TCI H1796 700-44-7 2-Hydroxy-6-methoxybenzaldehyde
- TCI H1191 18278-34-7 4-Hydroxy-2-methoxybenzaldehyde
- TCI H0699 673-22-3 2-Hydroxy-4-methoxybenzaldehyde
- TCI C3987 19463-48-0 3-Chloro-4-hydroxy-5-methoxybenzaldehyde
- Schiff base synthesis: the aldehyde condenses readily with primary amines, and the neighbouring hydroxyl group stabilises the resulting imine through intramolecular hydrogen bonding.
- Salen and salicylaldimine ligand preparation: the ortho-hydroxy aldehyde arrangement provides the donor set required for chelating ligands used in coordination chemistry studies.
- Metal complex studies: the electron-donating methoxy substituent modulates ring electron density and thereby tunes the electronic properties of the metal complexes obtained.
- Knoevenagel and Perkin condensations: the reactive aromatic aldehyde group serves as the classical carbonyl partner in these established carbon-carbon bond forming reactions.
- Oxygen-containing heterocycle construction: the phenolic hydroxyl can be selectively alkylated, opening synthetic routes toward heterocyclic systems from a single aromatic starting material.
| Brand | TCI |
|---|---|
| CAS number | 672-13-9 |
| Molecular formula | — |
| Purity | — |
| Category | Chemistry > Building Blocks > Non-Heterocyclic Building Blocks |
| Pack sizes | available in the standard TCI catalogue pack sizes; please confirm the required quantity when ordering |
| Physical form | — |
| Storage | keep in a cool, dry place in a tightly closed container, protected from light |
- Product code: H0881
Store the container tightly closed in a cool, dry and well-ventilated area, away from light and from sources of heat or ignition. Keep the material in its original supplier container or in a compatible, clearly labelled amber glass container to limit exposure to light and moisture. Handle inside a fume hood and wear standard personal protective equipment, including safety goggles, a laboratory coat, and suitable chemical-resistant gloves. Avoid inhalation of dust and contact with skin and eyes, keep the compound away from strong oxidising agents, and consult the manufacturer safety data sheet before use and disposal.
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