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Description
TCI C2230 2-Chloroethyl Benzenesulfonate is a non-heterocyclic building block belonging to the sulfonate ester class, and it functions as a two-ended alkylating reagent in organic synthesis. The molecule carries a benzenesulfonate group that acts as an excellent leaving group on one side and a chlorine atom on the other side, providing two reactive points with distinctly different levels of reactivity. This difference allows researchers to carry out stepwise substitution in a controlled manner: first introducing the chloroethyl fragment into a nucleophile, then exploiting the remaining chloride for cyclisation or a subsequent alkylation step. For that reason, the compound serves as a practical intermediate in the construction of more complex molecular frameworks.
The characteristic that makes this reagent a preferred choice is the ability of the benzenesulfonate group to leave the molecule far more readily than a halide, so that nucleophilic substitution reactions can proceed under milder conditions and with better selectivity. This property is especially valuable when the substrate contains other functional groups that are sensitive to high temperature or to strong bases, since the reaction can be run without forcing conditions that would degrade the rest of the structure. In addition, the aromatic ring on the sulfonate portion contributes molecular weight and crystallinity that make the material easier to handle in practice.
In Indonesian laboratories, this building block is typically used in synthetic organic chemistry research at universities and research institutes, as well as in method development work where a controllable, differentiated alkylating agent is required. It is commonly reached for when a chloroethyl fragment must be attached to a nucleophile as a defined intermediate step, and when the subsequent chemistry — ring closure or a second alkylation — is to be planned around the remaining chloride. Its handling characteristics suit routine bench-scale synthetic work.
Laboratory Applications
Stepwise nucleophilic substitution: the two reactive sites differ in reactivity, so a nucleophile can be alkylated selectively at the sulfonate end while the chloride is left intact for later use.
Introduction of chloroethyl fragments: the reagent delivers a two-carbon chloroethyl unit onto a nucleophile cleanly, giving a defined intermediate that carries its own handle for further transformation.
Cyclisation chemistry: after the first substitution, the remaining chlorine atom can be used intramolecularly to close a ring, making the compound useful for building cyclic frameworks.
Synthesis of complex molecular scaffolds: as a practical intermediate, it supports multi-step routes in which molecular complexity is assembled progressively rather than in a single step.
Reactions with base- or heat-sensitive substrates: because the benzenesulfonate leaves more readily than a halide, alkylation can be performed under milder conditions that preserve fragile functional groups.
Specifications
Brand: TCI
CAS number: 16670-48-7
Category: Chemistry > Building Blocks > Non-Heterocyclic Building Blocks
Product code: C2230
Chemical class: sulfonate ester; non-heterocyclic building block
Pack sizes: available in the pack sizes listed for this catalogue item
Storage: store according to the manufacturer's instructions on the product label and safety data sheet
Handling and Storage
Store the container tightly closed in a cool, dry, well-ventilated area, away from heat, moisture, and incompatible materials, and follow the storage conditions stated by the manufacturer on the label and safety data sheet. Sulfonate esters are moisture-sensitive as a class, so keep the original supplier container sealed and use tightly closing glass or the manufacturer's packaging rather than transferring to open vessels. Handle the material inside a fume hood, wearing safety glasses, gloves, and a laboratory coat, and avoid contact with skin and eyes or inhalation of dust and vapour. As an alkylating agent, it should be handled only by trained personnel, with spills contained promptly and waste collected for disposal in accordance with applicable chemical waste procedures. Always consult the safety data sheet before first use.
