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Description
TCI C2099 4'-Chloropivaloanilide is an anilide compound formed from a pivaloyl group (2,2-dimethylpropanoyl) bonded to 4-chloroaniline, which is why it is also known as N-(4-chlorophenyl)pivalamide. The material belongs to the non-heterocyclic building block group, meaning small starting materials that chemists use to construct more complex molecules step by step. In organic synthesis laboratories, a compound of this kind serves as a basic framework that already carries two reactive markers at once, namely the amide group and the chlorine atom on the aromatic ring, thereby saving preparation steps that are normally long and consume a great deal of researcher time.
The characteristic that makes this material a frequent choice is the stability of its pivaloyl group. The bulky tert-butyl group on the carbonyl portion provides considerable steric hindrance, so this amide is relatively resistant to mild nucleophilic attack and is not easily hydrolysed under ordinary working conditions. That property makes it useful as a directing group in directed metalation reactions, because the amide can steer strong base reagents toward the desired ortho position. In addition, its crystalline solid form is easy to handle, weigh, and transfer during routine bench work, which supports reproducible results between one experiment and the next.
In Indonesian laboratories, this building block is typically found in university organic chemistry research groups, in medicinal chemistry and materials laboratories, and in institutional research units developing new synthesis routes. It is generally used at the small scale characteristic of exploratory work, where a researcher needs a well-defined starting framework rather than preparing one from scratch. Its stable solid form also suits local storage and distribution conditions, since the material does not demand unusually delicate handling for everyday laboratory activity.
Laboratory Applications
- Directed ortho-metalation studies, where the pivalamide group anchors strong base reagents to the position adjacent to the amide, giving predictable regiochemistry that is difficult to achieve without a directing group.
- Multi-step organic synthesis, in which the compound provides a ready-made framework carrying both an amide handle and an aromatic chlorine, shortening a synthetic route that would otherwise require separate acylation steps.
- Medicinal chemistry exploration, since the chloro-substituted aniline motif appears widely in bioactive scaffolds and allows researchers to build analogue series from a single, consistent starting material.
- Amide protecting-group work, where the sterically hindered pivaloyl unit shields the aniline nitrogen during subsequent transformations because it resists mild nucleophilic attack and casual hydrolysis.
- Teaching and method development in synthetic laboratories, because the material is a stable crystalline solid that students and analysts can weigh and transfer reproducibly while learning amide chemistry techniques.
Specifications
- Brand: TCI
- CAS number: 65854-91-3
- Chemical name: 4'-Chloropivaloanilide, also known as N-(4-chlorophenyl)pivalamide
- Category: Chemistry > Building Blocks > Non-Heterocyclic Building Blocks
- Physical form: crystalline solid
- Pack sizes: available in standard TCI research-scale packaging; please confirm the size options when ordering
- Storage: keep in a tightly closed container in a cool, dry place away from direct sunlight
Handling and Storage
Store this material in its original tightly closed container in a cool, dry, well-ventilated area, away from direct sunlight and sources of heat or ignition. Amber glass or the supplier's original packaging is suitable, and containers should be resealed promptly after each use to limit moisture uptake. Handle the solid inside a fume hood where dust may be generated, and use standard laboratory personal protective equipment including safety glasses, gloves, and a laboratory coat. Weigh and transfer with clean, dry spatulas to avoid cross-contamination, keep the material separate from strong oxidising agents and strong acids or bases, and consult the manufacturer's safety data sheet before first use. Dispose of residues and contaminated materials through the laboratory's chemical waste procedures.
