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Description
TCI D3503 3,5-Dichlorobenzenesulfonyl Chloride is an aromatic sulfonylation reagent that carries a sulfonyl chloride group together with two chlorine atoms at the 3 and 5 positions of the benzene ring. In organic synthesis laboratories, sulfonyl chlorides are key reagents for introducing a sulfonyl group into a target molecule, most commonly to form sulfonamides from amines and sulfonate esters from alcohols or phenols. This compound is therefore widely used as a starting material in compound library preparation, in the production of pharmaceutical intermediates, and in derivatization work supporting chemical analysis.
The characteristics that make this reagent a frequent choice are its high reactivity and its symmetrical chlorine substitution pattern. The sulfonyl chloride group reacts rapidly with nitrogen nucleophiles under mildly basic conditions such as pyridine or triethylamine, typically from low temperature up to room temperature, so the sulfonylation step is short and easy to monitor. The two chlorine atoms at the meta positions are electron-withdrawing, which raises the electrophilicity of the sulfur centre while also imparting a defined lipophilic character and a degree of steric hindrance to the final product. The symmetry of the 3 and 5 positions additionally simplifies interpretation of magnetic resonance spectra.
In Indonesian laboratories, this material fits routine synthetic and analytical work in university research groups, pharmaceutical development units, and contract research settings. It is typically used at bench scale for building sulfonamide and sulfonate ester targets, for preparing derivatives ahead of instrumental analysis, and for teaching and method-development exercises where a reliable, fast-reacting sulfonylation reagent is required and where reaction progress must be confirmed by straightforward spectroscopic checks.
Laboratory Applications
- Sulfonamide synthesis from primary and secondary amines, where the fast reaction of the sulfonyl chloride group under mildly basic conditions gives short, easily monitored coupling steps.
- Sulfonate ester formation from alcohols and phenols, taking advantage of the highly electrophilic sulfur centre activated by the two meta chlorine substituents on the ring.
- Compound library preparation, where a reactive and structurally symmetrical building block allows many analogues to be produced from a single common starting material.
- Pharmaceutical intermediate production, in which the sulfonyl group is introduced into a target scaffold and the chlorine atoms contribute defined lipophilic character to the product.
- Derivatization for chemical analysis, where rapid conversion of nucleophilic analytes into sulfonyl derivatives supports clearer detection and simpler magnetic resonance spectral interpretation.
Specifications
- Brand: TCI
- Product code: D3503
- CAS number: 705-21-5
- Chemical name: 3,5-Dichlorobenzenesulfonyl Chloride
- Category: Chemistry > Building Blocks > Non-Heterocyclic Building Blocks
- Pack sizes: available in standard TCI research-scale packaging; please refer to the current catalogue listing for available pack sizes
- Storage: keep tightly closed in a cool, dry place away from moisture
Handling and Storage
Store the container tightly closed in a cool, dry, well-ventilated area, away from moisture, water, and incompatible materials such as bases, amines, and alcohols, since sulfonyl chlorides are moisture-sensitive and can hydrolyse on exposure to humid air. Keep the material in its original tightly sealed container, or transfer to a clean, dry, chemically compatible container with a secure closure. Handle in a fume hood using gloves, safety goggles, and a laboratory coat, and avoid inhalation of vapours or contact with skin and eyes. Weigh out quantities quickly to limit exposure to atmospheric moisture, close the container immediately after use, and consult the manufacturer's safety data sheet before handling, storage, or waste disposal.
