TCI
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Description
TCI D5869 3,6-Dihydroxy-9H-xanthen-9-one is a heterocyclic building block based on the xanthone scaffold, carrying two hydroxyl groups at the 3 and 6 positions. The xanthone skeleton itself is a flat tricyclic system formed from two benzene rings bridged by an oxygen atom and a carbonyl group, a motif widely encountered in natural products as well as in bioactive compounds. The presence of two symmetrically arranged hydroxyl groups makes this compound a valuable starting point for constructing functionalized xanthone derivatives and a precursor toward a range of dye scaffolds and fluorescent tracers in research laboratories.
The properties that make it a frequent choice are the combination of a rigid aromatic framework and reactive phenolic groups. The carbonyl portion and the bridging oxygen provide an extended conjugated system that absorbs light in the ultraviolet region, while the hydroxyl groups supply handles for etherification, esterification, alkylation, triflation, and metal-catalyzed cross-coupling reactions. The symmetrical arrangement of the two hydroxyls makes it straightforward to prepare disubstituted derivatives cleanly, while also opening a route toward monosubstituted derivatives when reaction conditions are carefully controlled.
In Indonesian laboratories, this building block is typically used in university and institutional research settings where synthetic organic chemistry, natural product chemistry, and fluorescent probe development are carried out. It is generally handled at bench scale for exploratory synthesis, derivative preparation, and reference work, in facilities equipped with standard fume hoods and analytical instrumentation for characterizing the resulting products.
Laboratory Applications
- Synthesis of functionalized xanthone derivatives: the two symmetrically placed phenolic hydroxyl groups act as reliable reaction handles for building substituted analogues from a single common intermediate.
- Preparation of dye scaffolds: the extended conjugated tricyclic system absorbing in the ultraviolet region makes this compound a practical entry point toward chromophore construction in the laboratory.
- Development of fluorescent tracers and probes: the rigid, planar xanthone core serves as a precursor framework from which research groups elaborate fluorescent reporter molecules for laboratory study.
- Natural product related synthetic studies: because the xanthone motif appears widely in natural products and bioactive compounds, this material supports work on analogues and model systems.
- Cross-coupling and derivatization chemistry: the hydroxyl positions can be converted to triflates or ethers, enabling etherification, esterification, alkylation, and metal-catalyzed coupling routes.
Specifications
- Brand: TCI
- CAS number: 1214-24-0
- Category: Chemistry > Building Blocks > Heterocyclic Building Blocks
- Chemical name: 3,6-Dihydroxy-9H-xanthen-9-one
- Pack sizes: available in standard research-scale catalogue pack sizes; please confirm the currently listed options when ordering
- Storage: keep in a tightly closed container in a cool, dry place away from light
Handling and Storage
Store this material in a tightly closed original container in a cool, dry, well-ventilated area, protected from direct sunlight and from sources of heat or ignition. Amber glass or the supplier's original packaging is suitable, since the extended conjugated system absorbs ultraviolet light and prolonged light exposure is best avoided. Handle the solid inside a fume hood using a spatula, and wear a laboratory coat, safety glasses, and chemically resistant gloves to avoid contact with skin and eyes and inhalation of dust. Keep the container closed when not in use to limit moisture uptake, label all working solutions clearly, and consult the manufacturer's safety data sheet before use and for waste disposal guidance.
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