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Description
3-Chloro-5-fluoroanisole (TCI C2218) is a fluorinated aromatic building block carrying a methoxy group together with chlorine and fluorine atoms arranged in a meta pattern relative to one another. This relatively symmetrical arrangement gives the compound an electronic character distinct from that of its ortho and para isomers, which is precisely why it occupies its own place on the shelf when a chemist needs an aromatic framework with a particular distribution of electron density. In the laboratory it is widely used as a starting point for the synthesis of active compounds and intermediates that require halogens to be placed with precision on a benzene ring.
The property that makes this material attractive is the influence exerted by two halogens positioned meta to the methoxy group. That combination increases the acidity of certain aromatic protons, so directed metalation can be steered toward the position between the two substituents, opening a route to trisubstituted derivatives that are difficult to obtain by other means. The fluorine atom contributes the high stability of the carbon–fluorine bond along with a modulation of lipophilicity that is useful in drug molecule design, while the chlorine atom remains available for cross-coupling reactions or can simply be retained as a final substituent.
As a liquid at room temperature, the material is straightforward to transfer and to dose accurately in Indonesian research laboratories, whether in university organic chemistry groups, pharmaceutical research and development units, or contract synthesis facilities. It is typically handled on the bench in small to moderate quantities, dispensed by syringe or pipette into reaction vessels, and integrated into multi-step synthetic sequences where the reproducible placement of halogen substituents determines the outcome of the work downstream.
Laboratory Applications
Directed metalation chemistry: the increased acidity of the proton between the two halogen substituents allows lithiation to be directed to a single, predictable ring position with good selectivity.
Synthesis of trisubstituted aromatics: the existing methoxy, chloro and fluoro pattern provides a scaffold for building substitution arrangements that are difficult to reach through conventional electrophilic aromatic routes.
Cross-coupling reactions: the chlorine atom serves as a handle for palladium-catalysed carbon–carbon and carbon–nitrogen bond formation while the fluorine and methoxy groups remain untouched.
Pharmaceutical intermediate preparation: the carbon–fluorine bond contributes metabolic stability and tuned lipophilicity, making this building block useful when developing candidate molecules and their synthetic precursors.
Structure–activity relationship studies: chemists use this isomer alongside its ortho and para counterparts to examine how halogen placement around an aromatic ring influences electronic behaviour and molecular properties.
Specifications
Brand: TCI (Tokyo Chemical Industry)
CAS number: 202925-08-4
Category: Chemistry > Building Blocks > Fluorinated Building Blocks
Product code: C2218
Physical form: liquid at room temperature
Pack sizes: available in standard TCI research-scale packaging; please confirm the size required when ordering
Storage: keep in a cool, dry place in a tightly closed original container
Handling and Storage
Store the material in a cool, dry and well-ventilated place, away from direct sunlight, heat sources and incompatible substances. Keep it in its tightly closed original container to prevent evaporation and moisture ingress, and reseal the container immediately after each withdrawal. As a liquid organic halide, it should be handled inside a fume hood using appropriate personal protective equipment, including chemical-resistant gloves, safety goggles and a laboratory coat. Avoid inhalation of vapours and direct skin or eye contact. Transfer with clean, dry glass or compatible syringes, label all secondary containers clearly, and collect halogenated waste separately according to institutional disposal procedures. Consult the manufacturer's safety data sheet before first use.
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