TCI E0794 2-Ethoxy-1-naphthaldehyde, bearing CAS number 19523-57-0, is an aromatic aldehyde built on a naphthalene core that carries an ethoxy group in the position adjacent to the formyl group. The combination of a fused double aromatic ring, a reactive aldehyde function, and an electron-donating ether substituent makes this compound a high-value non-heterocyclic building block in organic synthesis laboratories. The molecule supplies a broad aromatic framework that is ready to be elaborated into ligands, dyes, or heterocyclic intermediates without the long sequence of steps otherwise needed to construct a naphthalene nucleus from simpler precursors.
The properties that make it a frequently chosen reagent centre on the characteristic reactivity of its aldehyde group, which readily forms Schiff bases with primary amines, undergoes Knoevenagel condensation with active methylene compounds, and participates in multicomponent reactions leading to chromene and coumarin systems. The placement of the ethoxy group next to the formyl function creates the opportunity for intramolecular and intermolecular interactions that stabilise the resulting imine products and support the formation of tightly coordinated metal complexes. The pi-electron-rich naphthalene core further means that derivatives frequently display attractive absorption and emission behaviour, making the compound a useful starting point for designing optically active materials.
In Indonesian laboratories, this building block is typically used in university and institutional research groups working on synthetic organic chemistry, coordination chemistry, and materials development. It is generally handled at bench scale for exploratory reactions, method development, and the preparation of ligand or dye libraries, where obtaining a ready-made functionalised naphthalene aldehyde saves considerable preparative effort. It is also suitable for postgraduate research programmes and for laboratories that need a dependable, well-characterised aromatic aldehyde as a reference substrate.
- Schiff base synthesis — the aldehyde group condenses cleanly with primary amines, and the adjacent ethoxy substituent helps stabilise the resulting imine linkage during isolation and characterisation work.
- Metal complex and ligand preparation — imine products derived from this aldehyde offer donor sites positioned for tight coordination, making it a practical precursor for coordination chemistry studies.
- Knoevenagel condensation — the reactive formyl group couples efficiently with active methylene compounds, giving extended conjugated products useful in both synthetic and photophysical investigations.
- Multicomponent reactions toward chromene and coumarin systems — the naphthalene aldehyde serves as the carbonyl partner in one-pot routes to fused oxygen heterocycles of research interest.
- Development of optically active derivatives — the pi-electron-rich naphthalene core imparts notable absorption and emission characteristics, supporting the design of fluorophores and dye-based functional materials.
| Brand | TCI |
|---|---|
| CAS number | 19523-57-0 |
| Molecular formula | — |
| Purity | — |
| Category | Chemistry > Building Blocks > Non-Heterocyclic Building Blocks |
| Pack sizes | available in the standard research-scale pack sizes offered by the manufacturer for this catalogue item |
| Physical form | — |
| Storage | keep in a closed container in a cool, dry place away from light, following the manufacturer's stated storage conditions |
- Product code: E0794
Store this compound in its original tightly closed container in a cool, dry, and well-ventilated area, protected from direct sunlight and away from strong oxidising agents, acids, and bases. Amber glass or the supplier's original packaging is preferred, since aromatic aldehydes are generally sensitive to prolonged exposure to air and light. Handle the material in a fume hood using safety goggles, chemical-resistant gloves, and a laboratory coat, and avoid the generation of dust or aerosols. Keep containers firmly closed when not in use, weigh out quantities promptly, and consult the manufacturer's safety data sheet before beginning any procedure.
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