TCI M1049 4-Methoxy-1-naphthaldehyde is an aromatic aldehyde built on a naphthalene framework, carrying a methoxy group at the para position relative to the formyl group. As a non-heterocyclic building block, it offers an electron-rich bicyclic aromatic core together with an aldehyde function that is exceptionally versatile in organic transformations. In the laboratory it is commonly used as a starting point for the synthesis of extended conjugated compounds, ranging from Schiff bases and substituted alkenes through to dyes and fluorescent probes. The combination of a naphthalene core with a reactive functional handle is precisely what makes it a valuable reagent for synthetic chemists.
The characteristic that drives its selection is its electronic profile. The methoxy group acts as a strong electron donor that raises the electron density of the ring system, while the aldehyde group is electron-withdrawing. This donor-acceptor arrangement across the naphthalene framework produces a conjugated system that is photophysically interesting, so derivatives prepared from it frequently display useful absorption and emission behaviour. In terms of reactivity, the aldehyde group is ready to undergo Knoevenagel condensation, Wittig reactions, reductive amination, and oxidation to the corresponding carboxylic acid, giving chemists several well-established routes from a single starting material.
In Indonesian laboratories, this type of building block is typically found in university synthetic chemistry groups, research institutes, and industrial R&D units working on organic materials. It is generally purchased in small research quantities for method development, exploratory synthesis, and the preparation of intermediates that are subsequently characterised by spectroscopic methods. Researchers developing fluorescent sensors or conjugated organic compounds usually keep such reagents on hand as part of a standing collection of aromatic aldehydes.
- Schiff base synthesis: the aldehyde group condenses readily with primary amines, and the extended naphthalene system gives imine products with strong chromophoric character useful in coordination and sensor chemistry.
- Knoevenagel condensation: the electron-poor carbonyl carbon reacts with active methylene compounds to build extended conjugated alkenes directly from this single, readily handled aromatic starting material.
- Wittig olefination: the formyl group converts cleanly into substituted alkenes, allowing researchers to extend conjugation from the naphthalene core in a controlled, predictable stereochemical manner.
- Fluorescent probe development: the donor-acceptor arrangement of methoxy and formyl substituents produces derivatives with useful absorption and emission properties for probe and dye research programmes.
- Reductive amination and oxidation studies: the aldehyde can be converted to amines or to the corresponding carboxylic acid, making it a convenient substrate for methodology development work.
| Brand | TCI (Tokyo Chemical Industry) |
|---|---|
| CAS number | 15971-29-6 |
| Molecular formula | — |
| Purity | — |
| Category | Chemistry > Building Blocks > Non-Heterocyclic Building Blocks |
| Pack sizes | available in standard research-scale TCI packaging; please confirm the currently offered pack size when ordering |
| Physical form | — |
| Storage | keep in a cool, dry place in the tightly closed original container |
- Product code: M1049
Store the container tightly closed in a cool, dry, well-ventilated area away from direct sunlight, heat sources, and strong oxidising agents. Aromatic aldehydes are generally sensitive to prolonged air exposure, so keep the original manufacturer container sealed and reclose it promptly after each use; amber glass or the supplier's own packaging is preferred over transfer into unlabelled vessels. Handle in a fume hood using safety glasses, nitrile gloves, and a laboratory coat, and avoid inhalation of dust or vapour and contact with skin and eyes. Always consult the manufacturer's safety data sheet before use and dispose of residues through the institution's chemical waste route.
—
Produk Terkait
-
6-Methoxy-2-naphthaldehyde TCI M1090
Regular price From Rp 980.700,00Regular price -
2-Methoxy-1-naphthaldehyde TCI M1040
Regular price From Rp 769.650,00Regular price -
1-Bromo-2-naphthaldehyde TCI B1647
Regular price From Rp 1.696.800,00Regular price -
2-Naphthaldehyde TCI N0003
Regular price From Rp 1.008.000,00Regular price -
1-Naphthaldehyde TCI N0002
Regular price From Rp 769.650,00Regular price -
1-Hydroxy-2-naphthaldehyde TCI H0839
Regular price From Rp 5.009.550,00Regular price -
2-Hydroxy-1-naphthaldehyde TCI H0275
Regular price From Rp 1.829.100,00Regular price -
2-Ethoxy-1-naphthaldehyde TCI E0794
Regular price Rp 5.512.500,00Regular price
