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Description
2-Chloro-5-fluoroanisole (TCI C2216) is a fluorinated aromatic building block consisting of a benzene ring bearing a methoxy group, a chlorine atom, and a fluorine atom in a defined substitution pattern. The compound occupies an important position in modern medicinal chemistry and agrochemical research, because these three substituents together determine both the reactivity of the ring and the physicochemical character of the final molecule. In the laboratory, this material commonly serves as a starting point for constructing substituted aromatic frameworks that are difficult to assemble directly through ordinary electrophilic substitution reactions because of regioselectivity problems.
The characteristics that make this compound a preferred choice are the electronic and directing effects of its substituents. The methoxy group is electron-donating and acts as a directed ortho-metalation director, so specific positions on the ring can be functionalized in a controlled manner using organometallic bases. The fluorine atom contributes metabolic stability and modulation of lipophilicity, properties that are highly valued in drug design, while the chlorine atom serves a dual role as an electronic director and as an entry point for palladium-catalyzed cross-coupling reactions. Its liquid form at room temperature makes measuring and transferring the material straightforward.
In Indonesian laboratories, this building block is typically used in university and institutional research groups working on organic synthesis, medicinal chemistry, and agrochemical development, as well as in industrial research units preparing substituted aromatic intermediates. It is generally handled at bench scale, where small, well-defined quantities of a reliable starting material matter more than bulk volume. Because the substitution pattern is fixed and predictable, it helps synthetic chemists reach target scaffolds with fewer steps and less separation work.
Laboratory Applications
- Palladium-catalyzed cross-coupling reactions — the chlorine atom provides a defined entry point for carbon-carbon and carbon-heteroatom bond formation, allowing controlled elaboration of the aromatic ring in synthetic sequences.
- Directed ortho-metalation chemistry — the methoxy group directs organometallic bases to specific ring positions, giving chemists regiocontrolled functionalization that ordinary electrophilic substitution reactions cannot reliably deliver on this substrate.
- Medicinal chemistry intermediate synthesis — the fluorine atom imparts metabolic stability and adjusts lipophilicity, making this building block useful when assembling candidate scaffolds for drug discovery programs.
- Agrochemical research and development — the combined chloro, fluoro, and methoxy substitution pattern reflects motifs frequently sought in active ingredient design, supporting the preparation of substituted aromatic intermediates.
- Construction of substituted aromatic frameworks — starting from a pre-defined substitution pattern avoids the regioselectivity difficulties encountered when building such rings directly by conventional electrophilic aromatic substitution routes.
Specifications
- Brand: TCI
- CAS number: 450-89-5
- Product code: C2216
- Category: Chemistry > Building Blocks > Fluorinated Building Blocks
- Physical form: liquid at room temperature
- Pack sizes: available in standard laboratory pack sizes; please confirm the currently offered options when ordering
- Storage: store according to the manufacturer's instructions on the product label and safety data sheet
Handling and Storage
Store the material in a cool, dry, well-ventilated area away from heat sources, direct sunlight, and incompatible substances, following the conditions stated by the manufacturer on the product label and safety data sheet. Keep the compound in its original tightly closed container, made of a material compatible with halogenated aromatic liquids, and reseal it promptly after each use to limit vapour loss and moisture ingress. Handle in a fume hood, wear appropriate personal protective equipment including safety glasses, chemical-resistant gloves, and a laboratory coat, and avoid inhalation of vapours or contact with skin and eyes. Transfer with clean, dry glassware, keep containers clearly labelled, and dispose of residues in line with institutional chemical waste procedures.
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