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Description
TCI F0795 2-Fluorobenzenesulfonyl Chloride is an aromatic sulfonylation reagent in which a fluorine atom occupies the ortho position relative to the sulfonyl chloride group. As a member of the sulfonyl chloride class, this compound is highly reactive toward nucleophiles and serves as a carrier of the arylsulfonyl group across a wide range of synthetic transformations. In the organic chemistry laboratory, reagents of this type are used to convert amines into sulfonamides and alcohols into sulfonate esters — two compound classes encountered constantly in pharmaceutical research, agrochemical work, and the development of specialty intermediates.
The ortho placement of the fluorine atom gives this reagent a character that distinguishes it from its meta and para isomers. The proximity of fluorine to the sulfonyl group produces electronic and steric effects that influence the rate of sulfonylation as well as the properties of the final product, including the possibility of intramolecular cyclization through nucleophilic aromatic substitution at the activated fluorine atom. This feature is exploited to construct fused heterocyclic frameworks such as benzosultams, making the reagent a preferred choice where ring closure is part of the synthetic design rather than an unwanted side reaction.
The compound is generally a clear liquid that is highly sensitive to moisture and will hydrolyse to the corresponding sulfonic acid on contact with water. In Indonesian laboratories, material of this kind is typically handled in academic and industrial organic synthesis settings — university research groups, pharmaceutical and agrochemical R&D units, and contract synthesis laboratories — where controlled, anhydrous working conditions and a fume hood are part of routine practice.
Laboratory Applications
- Sulfonamide synthesis — the reagent reacts readily with primary and secondary amines to install the arylsulfonyl group, giving access to a compound class that is central to pharmaceutical discovery programmes.
- Sulfonate ester preparation — alcohols are converted into sulfonate esters, providing activated intermediates for subsequent displacement chemistry in multi-step organic synthesis routes.
- Benzosultam and fused heterocycle construction — the activated ortho fluorine allows intramolecular nucleophilic aromatic substitution after sulfonylation, closing rings to form condensed heterocyclic scaffolds in a controlled sequence.
- Fluorinated building block chemistry — as a fluorinated aromatic scaffold, it introduces both the fluorine substituent and the sulfonyl handle into target molecules for medicinal and agrochemical research.
- Specialty intermediate development — the distinct electronic and steric profile of the ortho isomer makes it useful where the meta or para isomers give different reactivity or product characteristics.
Specifications
- Brand: TCI (Tokyo Chemical Industry)
- CAS Number: 2905-21-7
- Catalogue Number: F0795
- Category: Chemistry > Building Blocks > Fluorinated Building Blocks
- Physical Form: clear liquid, highly moisture sensitive
- Pack Sizes: available in standard TCI research-scale pack sizes; please confirm the size required when ordering
- Storage: keep tightly closed under dry conditions, protected from moisture
Handling and Storage
Store the container tightly closed in a cool, dry place, well away from water, humid air, and aqueous reagents, since contact with moisture causes hydrolysis to the corresponding sulfonic acid and degrades the reagent. Keep the material in its original tightly sealed glass container or an equivalent chemically compatible vessel, and consider a septum-capped bottle with an inert gas headspace for material in regular use. Allow cold containers to reach room temperature before opening to avoid condensation inside the bottle. Handle only in a working fume hood, using gloves, safety goggles, and a laboratory coat, as sulfonyl chlorides are corrosive and irritating to skin, eyes, and the respiratory tract. Transfer with dry syringes or cannulae, keep away from amines, alcohols, bases, and other incompatible nucleophiles, and neutralise residues and rinse waste in accordance with your institution's chemical waste procedures. Always consult the manufacturer's safety data sheet before first use.
