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TCI

CAS 139631-62-2

Cyclopropanesulfonyl Chloride TCI C2187

Cyclopropanesulfonyl Chloride TCI C2187
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Description

TCI C2187 Cyclopropanesulfonyl Chloride is a sulfonylation reagent that combines a highly reactive sulfonyl chloride group with a small, strained cyclopropane ring. The compound belongs to the non-heterocyclic building blocks group and serves as a direct supplier of the cyclopropanesulfonyl motif into target molecules. In organic synthesis and medicinal chemistry laboratories, reagents of this kind are highly valued because they can convert amines into sulfonamides and alcohols into sulfonate esters in a single, straightforward reaction step, usually with the help of an acid-scavenging base such as triethylamine or pyridine at low temperature.

The property that makes this reagent a preferred choice is the cyclopropyl group it carries. The three-membered ring is rigid, has bonding character resembling that of unsaturated systems, and frequently improves the metabolic stability of a molecule compared with a straight-chain alkyl group of similar size. Its compact dimensions also help maintain ligand efficiency in the design of active compounds. On the other hand, the sulfonyl chloride group is strongly electrophilic and sensitive to water, so its reactions proceed quickly but demand genuinely dry working conditions.

In Indonesian laboratories, this reagent is typically used in organic synthesis and medicinal chemistry work where a compact, rigid substituent is needed on a sulfonamide or sulfonate ester scaffold. It is normally handled in small-scale reactions under dry conditions, with a base present to capture the acid formed, and it fits routine building-block workflows in university research groups, pharmaceutical development laboratories, and contract synthesis facilities that assemble target molecules step by step.

Laboratory Applications

  • Sulfonamide preparation: converts primary and secondary amines directly into cyclopropanesulfonamides in one step, using an acid-scavenging base such as triethylamine or pyridine.
  • Sulfonate ester synthesis: reacts with alcohols to give cyclopropanesulfonate esters, providing a rapid single-stage route to this ester class under dry, low-temperature conditions.
  • Medicinal chemistry scaffold building: installs the compact cyclopropanesulfonyl motif into candidate molecules, helping maintain ligand efficiency because the three-membered ring occupies little space.
  • Metabolic stability optimization: introduces a rigid cyclopropyl substituent that often improves metabolic stability relative to a straight-chain alkyl group of comparable size.
  • Non-heterocyclic building block work: serves as a ready-made fragment in stepwise assembly of target molecules, avoiding separate preparation of the cyclopropanesulfonyl unit before coupling.

Specifications

  • Brand: TCI
  • CAS number: 139631-62-2
  • Category: Chemistry > Building Blocks > Non-Heterocyclic Building Blocks
  • Product code: C2187
  • Pack sizes: available in the pack sizes offered for this catalogue item
  • Storage note: keep under dry conditions, away from moisture

Handling and Storage

Because the sulfonyl chloride group is strongly electrophilic and sensitive to water, this reagent must be stored under genuinely dry conditions in a tightly closed original container, protected from moisture and atmospheric humidity. Keep the container sealed when not in use and re-close it promptly after dispensing. Handle the reagent in a fume hood using dry glassware and dry solvents, wearing gloves, safety goggles, and a laboratory coat. Reactions are usually run at low temperature with an acid-scavenging base present to capture the acid released. Consult the manufacturer's safety data sheet before use and follow the standard chemical waste procedures of your laboratory.

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