Chemical Identity and Structure

3,4-Dihydro-8-hydroxynaphthalen-1(2H)-one (CAS synonym: 8-hydroxy-1-tetralone) belongs to the tetralone family of bicyclic compounds. Its core consists of a partially saturated naphthalene ring system in which one ring is aromatic and the other is a six-membered cyclohexanone ring. The phenolic hydroxyl group at position 8 is situated ortho to the carbonyl, conferring intramolecular hydrogen-bonding capacity and distinctive reactivity compared with unsubstituted tetralone.

The molecular formula is C₁₀H₁₀O₂ with a molecular weight of approximately 162.19 g/mol. The compound is a solid at room temperature and exhibits the characteristic UV absorption of conjugated phenolic ketone systems.

Research Applications

The dual functionality of 3,4-Dihydro-8-hydroxynaphthalen-1(2H)-one — a free phenolic OH and a reactive ketone carbonyl — makes it a particularly attractive building block in medicinal chemistry and total synthesis. Researchers exploit the phenolic hydroxyl for O-alkylation, O-acylation, and metal-chelation studies, while the ketone participates in condensation, reduction, and enamine-forming reactions.

Reported areas of application include: (1) synthesis of hydroxylated tetralin and naphthalene natural-product cores; (2) preparation of ligands for asymmetric catalysis; (3) construction of chromene- and coumarin-type scaffolds via ring-closure strategies; and (4) use as a reference standard or precursor in analytical and biochemical assays. Researchers in agrochemical programs have also employed related hydroxytetralone scaffolds as lead structures.

Note: Specific literature citations for the above applications were not available in the source material and should be verified independently before inclusion in formal publications.

Handling, Storage, and Safety

As a phenolic compound with ketone functionality, 3,4-Dihydro-8-hydroxynaphthalen-1(2H)-one should be handled with standard laboratory precautions. Personnel should wear appropriate personal protective equipment (PPE) including nitrile gloves, safety goggles, and a laboratory coat. Work should be conducted in a well-ventilated area or fume hood to minimise inhalation of dust or vapours.

For storage, the compound should be kept in a tightly sealed container, protected from light and moisture, and stored at a cool, dry location consistent with general reagent-storage guidelines. Specific GHS hazard classifications, signal words, and first-aid measures should be confirmed from the current Safety Data Sheet (SDS) available from Aladdin Scientific before use.

Review flag: Precise melting point, flash point, specific storage temperature, and full GHS classification for D698198 were not present in the source material and must be sourced from the official SDS.

Ordering and Availability

3,4-Dihydro-8-hydroxynaphthalen-1(2H)-one is available from Aladdin Scientific under SKU D698198. Researchers and procurement teams can place orders directly through the Aladdin Scientific website or contact the sales team for bulk-quantity inquiries, custom pack sizes, and Certificate of Analysis (CoA) requests.

When ordering, please quote SKU D698198 to ensure the correct grade and lot are dispatched. Lot-specific CoAs confirming purity (typically assessed by HPLC or GC), NMR data, and appearance are available upon request. Lead times vary by inventory status; contact Aladdin Scientific customer service for current stock information.