TCI
1-(4-Chlorophenyl)-1-cyclopropanecarboxylic Acid TCI C2954
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Description
TCI C2954 is 1-(4-Chlorophenyl)-1-cyclopropanecarboxylic Acid, a non-heterocyclic building block that combines a quaternized cyclopropane ring, a chlorinated benzene ring, and a carboxylic acid group within one compact molecule. In synthetic laboratories, this compound serves as a ready-to-use fragment carrying the rigid geometry and characteristic bond angles of cyclopropane — features that are difficult to construct directly at the late stages of a synthesis. Its carboxylic acid group provides a universal connection point for amide and ester formation, as well as for transformations toward other functional groups, making the compound a practical linker in the assembly of target molecules.
The property that makes it a frequent choice is the conformational rigidity imparted by the cyclopropane ring. The quaternary carbon that joins the aromatic ring and the carboxyl group restricts free rotation, so the spatial positions of both substituents become far better defined. This character is often exploited in medicinal chemistry to improve metabolic stability and to sharpen binding within target protein pockets. The chlorine atom at the para position contributes additional lipophilicity while simultaneously serving as a site that can be modified in subsequent steps, giving synthetic chemists two distinct handles on a single scaffold.
In Indonesian laboratories, this building block is typically used in university and institutional research groups working on organic synthesis and medicinal chemistry, as well as in pharmaceutical development units preparing analogue series. It is commonly ordered for multi-step route work in which a rigid aryl-cyclopropane fragment must be introduced early and then elaborated through the carboxylic acid handle. Smaller research-scale quantities generally suit the exploratory and method-development work carried out in these settings.
Laboratory Applications
- Amide coupling and library synthesis — the free carboxylic acid engages directly in standard coupling protocols, allowing rapid preparation of amide analogue series from a single rigid scaffold.
- Medicinal chemistry lead optimization — the conformationally restricted cyclopropane core is introduced to improve metabolic stability and to define substituent geometry within target protein binding pockets.
- Esterification and functional group interconversion — the carboxyl group is readily converted to esters or other functionalities, letting chemists adapt the fragment to different downstream reaction sequences.
- Multi-step synthetic route development — the fragment is installed early in a route, since the strained cyclopropane geometry is difficult to construct reliably at late synthetic stages.
- Aryl chloride derivatization chemistry — the para-chlorine substituent provides a second modification handle for subsequent transformations while contributing lipophilicity to the intermediate scaffold.
Specifications
- Brand: TCI
- CAS number: 72934-37-3
- Category: Chemistry > Building Blocks > Non-Heterocyclic Building Blocks
- Chemical name: 1-(4-Chlorophenyl)-1-cyclopropanecarboxylic Acid
- Pack sizes: available in standard TCI research-scale catalogue pack sizes; please confirm the size required when ordering
- Storage: store in a cool, dry place in a tightly closed container
Handling and Storage
Store the container tightly closed in a cool, dry, well-ventilated area, away from moisture, direct sunlight, and incompatible materials such as strong bases and strong oxidizing agents. Keep the material in its original supplier container or in an equivalent chemically resistant, well-sealed bottle, and label it clearly. Handle in a fume hood using standard personal protective equipment — safety glasses, gloves, and a laboratory coat — and avoid generating dust during weighing and transfer. Close the container promptly after use, and consult the manufacturer's safety data sheet before handling and for disposal guidance.
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