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Description
TCI C2229 2-Chloro-6-fluorobenzoyl Chloride is a fluorinated building block that serves as an acylation reagent in organic synthesis. Its molecule combines a chlorine- and fluorine-substituted benzene ring with a highly reactive acyl chloride group, making it an efficient starting point for forming amides, esters, and aromatic ketones. The 2-chloro-6-fluoro substitution pattern at the doubly ortho positions gives the molecule a distinctive steric and electronic character, widely exploited in medicinal chemistry research as well as in the development of agricultural active ingredients. For synthesis laboratories, this compound offers a short route to introducing a halogenated aromatic framework into a target molecule.
The properties that make it attractive centre on the high reactivity of the acyl chloride group toward nucleophiles such as amines and alcohols, which allows reactions to proceed at low to moderate temperatures with clean results. The fluorine atom at the ortho position increases the susceptibility of the ring to nucleophilic aromatic substitution, opening pathways to intramolecular cyclisation for building heterocyclic frameworks such as quinolone derivatives. The chlorine atom, meanwhile, provides a handle for subsequent transformations, so a single reagent can support several stages of a synthetic sequence.
In Indonesian laboratories, this reagent fits naturally into university research groups, pharmaceutical formulation and development units, and agrochemical laboratories working on halogenated aromatic scaffolds. It is typically used at bench scale for exploratory route development, small-batch preparation of intermediates, and the synthesis of reference compounds for analytical work. Because it is supplied as a TCI catalogue item, laboratories can source it as part of a wider fluorinated building block programme rather than commissioning custom synthesis.
Laboratory Applications
- Amide bond formation: the acyl chloride group reacts readily with primary and secondary amines under mild conditions, giving substituted benzamides cleanly without additional coupling reagents.
- Ester and aromatic ketone synthesis: alcohols and suitable carbon nucleophiles are acylated efficiently, so the halogenated aromatic unit can be transferred into a wide range of target structures.
- Quinolone-type heterocycle construction: the ortho fluorine activates the ring toward nucleophilic aromatic substitution, enabling intramolecular cyclisation into fused heterocyclic frameworks after initial acylation.
- Medicinal chemistry scaffold work: the doubly ortho substitution pattern imparts distinctive steric and electronic character, which research groups use to modulate conformation and reactivity in candidate molecules.
- Agrochemical active ingredient development: the halogenated benzoyl motif is a recurring element in agricultural actives, so this reagent shortens the route to relevant intermediates.
Specifications
- Brand: TCI
- CAS number: 79455-63-3
- Category: Chemistry > Building Blocks > Fluorinated Building Blocks
- Pack sizes: available in standard TCI catalogue pack sizes; please confirm the current option when ordering
- Physical form: acyl chloride reagent for organic synthesis
- Storage note: keep tightly closed under dry conditions, away from moisture
Handling and Storage
Store the container tightly closed in a cool, dry, well-ventilated area away from moisture, since acyl chlorides hydrolyse readily on contact with water or humid air. Keep the material in its original tightly sealed bottle, and use dry glassware and anhydrous solvents when dispensing. Handle inside a fume hood, wearing safety goggles, chemical-resistant gloves, and a laboratory coat, because the compound is corrosive and may release irritating vapours. Keep it separate from water, alcohols, amines, and bases, and consult the manufacturer's safety data sheet before use.
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