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Description
TCI D2694 2',4'-Dihydroxypropiophenone is a synthetic chemical from TCI classified as a non-heterocyclic building block. The compound is an aromatic ketone derived from resorcinol, consisting of a benzene ring bearing two hydroxyl groups at the 2- and 4-positions together with a propanoyl chain serving as the ketone function. The combination of a hydroxyl group positioned ortho to the carbonyl makes this material a classical starting point for the construction of oxygen-containing heterocyclic rings. In the laboratory, its role is highly important as an entry point toward chromone, flavonoid, coumarin, and benzofuran frameworks that are widely studied in natural product chemistry as well as in the development of bioactive compounds.
The property that makes this compound a frequent choice is its hydroxy-ketone substitution pattern, which is already arranged in accordance with the requirements of cyclization reactions. The hydroxyl group ortho to the carbonyl allows the Baker–Venkataraman rearrangement to proceed as well as intramolecular condensation, while the hydroxyl group at the para position increases the electron density of the ring so that electrophilic substitution reactions proceed in a more directed manner. The propanoyl chain contributes an additional methyl group at the alpha position, which is frequently exploited to build 3-methyl frameworks in the cyclization products.
In Indonesian laboratories, this building block is typically used in university and institutional research settings where synthetic organic chemistry, natural product chemistry, and bioactive compound development are the main focus. It is handled in multi-step synthesis work at bench scale, where a reliably substituted starting material shortens the route toward the target heterocyclic scaffold. Research groups exploring flavonoid and chromone analogues generally keep such intermediates on hand as part of their standard building block inventory.
Laboratory Applications
Chromone scaffold synthesis: the ortho-hydroxy ketone arrangement is already positioned for intramolecular cyclization, allowing the chromone ring system to be closed without additional prior functionalization steps.
Flavonoid analogue preparation: the compound serves as a direct entry point into flavonoid frameworks that are extensively studied in natural product chemistry and in the search for bioactive structures.
Coumarin framework construction: the resorcinol-derived hydroxyl pattern supports condensation chemistry leading to coumarin skeletons commonly investigated in academic synthetic programmes.
Benzofuran building block work: the arrangement of hydroxyl and carbonyl functions provides the connectivity required for benzofuran ring formation in multi-step synthetic sequences.
Baker–Venkataraman rearrangement studies: the hydroxyl group ortho to the carbonyl enables this classical rearrangement, making the material a suitable substrate for methodology and teaching experiments.
Specifications
Brand: TCI
CAS number: 5792-36-9
Category: Chemistry > Building Blocks > Non-Heterocyclic Building Blocks
Product code: D2694
Compound class: aromatic ketone, resorcinol derivative; non-heterocyclic synthetic building block
Pack sizes and storage: available in standard TCI research pack sizes; store according to the conditions stated on the product label and the accompanying safety data sheet
Handling and Storage
Store the material in its original tightly closed container, kept in a cool, dry, and well-ventilated area away from direct sunlight, moisture, and incompatible substances. Glass containers with chemically resistant closures are appropriate for repackaged portions, and each container should remain clearly labelled with the compound name and CAS number. Weighing and transfer operations should be carried out in a fume hood using suitable personal protective equipment, including gloves, safety goggles, and a laboratory coat. Avoid dust formation and skin or eye contact, and always consult the manufacturer's safety data sheet before use and prior to disposal of residues.
