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Description
TCI C2126 2-Chloro-6-fluoroaniline is a doubly halogenated aniline in which a chlorine atom and a fluorine atom occupy both ortho positions relative to the amino group. The compound belongs to the fluorinated building block family and serves as a starting material for constructing amides, sulfonamides, ureas, and a wide range of nitrogen heterocyclic frameworks. In synthetic laboratories, substituted anilines rank among the most frequently used precursor classes, because the amino group provides a clearly defined reaction site while also being convertible into many other functional groups through diazonium chemistry.
The feature that makes this compound particularly attractive is its uncommon double ortho substitution pattern. Both halogens withdraw electron density, lowering the basicity and nucleophilicity of the amine compared with ordinary aniline, and at the same time imposing steric hindrance from two sides. This combination produces a distinctly different selectivity profile and is often exploited to control the direction of a reaction or to lock the conformation of the final product. The fluorine atom contributes metabolic stability to target molecules, while the chlorine atom remains available for metal-catalyzed cross-coupling. Its liquid form allows fast and accurate volumetric transfer.
In Indonesian laboratories, this type of fluorinated building block is typically found in university research groups, pharmaceutical and agrochemical development units, and contract synthesis facilities working on medicinal chemistry programs. It is generally used at bench scale for route scouting and analogue preparation, where a small quantity of a well-defined precursor supports many exploratory reactions. Researchers value the reagent as a convenient entry point into halogenated scaffolds that would otherwise require several preparatory steps in house.
Laboratory Applications
Amide and sulfonamide synthesis: the amino group acylates cleanly to give sterically encumbered anilides, and the flanking halogens tune the conformation and electronic character of the resulting linkage.
Nitrogen heterocycle construction: the aniline nitrogen serves as the anchoring atom for building benzimidazole, quinoline, and related fused frameworks common in medicinal chemistry discovery programs.
Urea derivative preparation: reaction with isocyanates yields hindered diaryl and aryl-alkyl ureas, a motif widely explored in kinase-directed and agrochemical research programs.
Metal-catalyzed cross-coupling: the chlorine substituent remains intact through amine-directed chemistry and provides a handle for palladium-catalyzed carbon-carbon and carbon-nitrogen bond formation.
Diazonium-based functional group interconversion: the amino group can be diazotized and displaced, giving access to substitution patterns that are difficult to reach by direct aromatic chemistry.
Specifications
Brand: TCI
CAS number: 363-51-9
Category: Chemistry > Building Blocks > Fluorinated Building Blocks
Pack sizes: available in standard TCI research-scale packaging; please refer to the packaging options listed for this item
Physical form: liquid, allowing rapid and accurate volumetric transfer
Storage note: keep tightly closed in a cool, well-ventilated place away from heat and ignition sources
Handling and Storage
Store the container tightly closed in a cool, dry, and well-ventilated area, away from heat, direct sunlight, and sources of ignition. Keep the reagent in its original tightly sealed bottle or an equivalent chemically compatible container, and reseal it promptly after each withdrawal to limit exposure to air and moisture. Handle inside a fume hood using nitrile gloves, safety glasses, and a laboratory coat, and avoid contact with skin, eyes, and inhalation of vapors. Aromatic amines should be dispensed carefully to prevent spills, and all waste should be collected in a labeled halogenated organic waste container. Consult the manufacturer safety data sheet before first use.
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