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Description
2'-Chloro-4'-(4-chlorophenoxy)acetophenone (TCI C2219) is an aromatic ketone that carries an acetyl group, a chlorine atom on the main ring, and a 4-chlorophenoxy group acting as a diaryl ether bridge. This combined structure makes it a useful building block for constructing medium-sized molecules in which two aromatic rings are connected through an oxygen atom. In the laboratory, compounds of this type frequently serve as the starting framework for the synthesis of heterocyclic compounds and intermediates that are widely encountered in pharmaceutical and agrochemical research, because the chlorinated diphenyl ether motif is fairly common in those fields.
The property that makes this material a preferred choice is the presence of a highly versatile ketone carbonyl group. Aromatic methyl ketones can undergo aldol condensation with aldehydes to form chalcones, alpha-bromination to give reactive phenacyl bromides, or condensation with hydrazine and hydroxylamine to form pyrazoles and isoxazoles. The diaryl ether bridge provides conformational flexibility together with good chemical stability, while the two chlorine atoms contribute electron-withdrawing electronic character and open up possibilities for further modification at later stages of a synthetic route.
In Indonesian laboratories, a building block of this kind is typically used in university research groups, postgraduate synthesis projects, and industrial R&D units working on pharmaceutical and agrochemical intermediates. It is generally purchased in small quantities for exploratory route development, method optimisation, and the preparation of compound libraries, where a reliable, well-characterised starting material from an established brand reduces uncertainty in reaction results and supports reproducible work across multiple experiments.
Laboratory Applications
- Chalcone synthesis: the aromatic methyl ketone condenses readily with aldehydes under aldol conditions, giving access to chalcone scaffolds widely studied in medicinal chemistry research.
- Phenacyl bromide preparation: alpha-bromination of the acetyl group produces a reactive phenacyl bromide, a versatile electrophile for alkylation and further ring-forming reactions.
- Pyrazole construction: condensation with hydrazine derivatives converts the ketone functionality into pyrazole rings, a common route toward nitrogen heterocycles in exploratory synthesis programmes.
- Isoxazole construction: reaction with hydroxylamine transforms the carbonyl centre into isoxazole systems, allowing researchers to diversify a single starting material into several heterocyclic families.
- Agrochemical and pharmaceutical intermediate work: the chlorinated diphenyl ether motif appears often in these fields, making this compound a practical framework for intermediate preparation.
Specifications
- Brand: TCI
- CAS number: 119851-28-4
- Category: Chemistry > Building Blocks > Non-Heterocyclic Building Blocks
- Pack sizes: available in standard laboratory research pack sizes; please confirm the currently offered packaging when ordering.
- Physical form: organic building block supplied as a synthesis-grade chemical reagent.
- Storage note: keep tightly closed in a cool, dry place away from light and moisture.
Handling and Storage
Store the container tightly closed in a cool, dry, well-ventilated area, protected from direct sunlight, moisture, and sources of heat or ignition. Keep the material in its original supplier container or in a clean, chemically compatible glass or amber glass vessel with a secure closure, and label it clearly. Handle only in a fume hood using safety glasses, chemical-resistant gloves, and a laboratory coat, since halogenated aromatic ketones can irritate skin, eyes, and the respiratory tract. Avoid dust formation, keep away from strong oxidising agents and strong bases, and consult the manufacturer's safety data sheet before use. Dispose of residues and contaminated materials as chemical waste in accordance with applicable institutional and local regulations.
