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Description
TCI D4037 2,4-Dichlorobenzenesulfonyl Chloride is an aromatic sulfonyl chloride reagent belonging to the non-heterocyclic building block group, used widely to introduce the 2,4-dichlorobenzenesulfonyl group into target molecules. The sulfonyl chloride functional group is a highly reactive electrophile that reacts with amines to form sulfonamides, with alcohols or phenols to form sulfonate esters, and with thiols to form thiosulfonates. In organic synthesis and medicinal chemistry laboratories, this reagent represents one of the most direct routes for constructing the sulfonamide bond, a structural motif that appears very frequently in pharmacologically active compounds as well as in agrochemical ingredients.
The characteristic that makes this reagent a preferred choice is the presence of two chlorine atoms on the aromatic ring, which deliver two benefits simultaneously. First, the electron-withdrawing nature of the two chlorine atoms increases the electrophilicity of the sulfur centre, so that sulfonylation proceeds rapidly and efficiently under mild conditions with a simple acid-scavenging base such as pyridine or triethylamine. Second, the chlorine atoms at the ortho and para positions remain available as points for subsequent reaction, for example through substitution chemistry, allowing the same intermediate to be elaborated further into more complex target structures rather than serving only a single-step purpose.
In Indonesian laboratories, this reagent is typically used in university research groups, pharmaceutical and agrochemical research and development units, and contract synthesis facilities where sulfonamide derivatives are prepared on a small to moderate scale. It is normally handled at the bench in a fume hood during derivatisation and intermediate preparation work, supporting method development, compound library synthesis, and the routine construction of sulfonyl-containing intermediates that feed into longer multi-step synthetic sequences.
Laboratory Applications
- Sulfonamide synthesis — reacts directly with primary and secondary amines under mild basic conditions, giving a straightforward and reliable route to the sulfonamide motif common in drug-like compounds.
- Sulfonate ester preparation — couples with alcohols and phenols to form sulfonate esters, providing intermediates for further transformation in multi-step organic synthesis programmes.
- Thiosulfonate formation — reacts with thiols to deliver thiosulfonate products, extending the range of sulfur-containing derivatives accessible from a single, readily handled starting reagent.
- Medicinal chemistry building block work — introduces the 2,4-dichlorobenzenesulfonyl group into lead structures, while the retained ring chlorines allow additional downstream functionalisation of the same scaffold.
- Agrochemical intermediate synthesis — supports preparation of sulfonyl-containing structures relevant to agrochemical ingredients, where the sulfonamide motif appears frequently across active compound classes.
Specifications
- Brand: TCI
- CAS number: 16271-33-3
- Category: Chemistry > Building Blocks > Non-Heterocyclic Building Blocks
- Product code: D4037
- Chemical class: aromatic sulfonyl chloride, non-heterocyclic building block
- Pack sizes: available in the pack sizes listed on this product page
- Storage: store according to the manufacturer's instructions on the product label
Handling and Storage
Store the container tightly closed in a cool, dry, well-ventilated area, away from moisture, since sulfonyl chlorides are moisture-sensitive and hydrolyse on contact with water or humid air. Keep the material in its original supplier container, or in a tightly sealed, chemically compatible bottle, and protect it from incompatible substances such as water, alcohols, amines, and bases. Handle in a fume hood using appropriate personal protective equipment, including chemical-resistant gloves, safety goggles, and a laboratory coat. Avoid inhalation of vapours and any contact with skin or eyes. Always consult the manufacturer's Safety Data Sheet before use, and follow institutional procedures for chemical waste disposal.
