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Description
TCI D4322 2,6-Difluorophenylacetic Acid is a phenylacetic acid carrying two fluorine atoms that occupy both ortho positions of the aromatic ring. This symmetrical arrangement gives the molecule a character distinct from other difluoro isomers and makes it a characteristic fluorinated building block in organic synthesis laboratories. The carboxylic acid group on the methylene chain serves as an anchoring point for amide formation, esterification, or the construction of heterocyclic precursors, while the 2,6-difluorophenyl ring is carried intact into the final molecule as a motif that governs electronic and conformational properties.
The advantage of this compound lies in the steric and electronic effects of the two ortho fluorines. Together they withdraw electron density strongly, leaving the ring markedly electron-poor, and at the same time they force the acetic acid side chain to adopt an orientation out of the plane of the ring. As a consequence, the derivatives obtained from it frequently display a locked conformation that is useful for controlling molecular shape in medicinal chemistry research. The symmetry of the molecule also simplifies the interpretation of proton, carbon, and fluorine NMR spectra, so that structural verification of products proceeds more quickly and with greater confidence.
In Indonesian laboratories, this building block is typically used in university and institutional research groups working on organic synthesis, medicinal chemistry, and fluorine chemistry, as well as in industrial research settings that prepare fluorinated intermediates. It is generally handled on small to moderate synthetic scales, where the reproducible identity of a catalogue building block matters more than bulk volume, and where clean spectroscopic confirmation of each synthetic step is part of routine laboratory practice.
Laboratory Applications
- Amide coupling and peptide-like bond formation: the free carboxylic acid is activated with standard coupling reagents, delivering the 2,6-difluorophenyl motif into amide libraries without additional protecting group manipulation on the ring.
- Esterification and prodrug-type derivative preparation: the acetic acid chain esterifies readily, allowing researchers to prepare soluble or volatile derivatives for further transformation, purification studies, or chromatographic method development work.
- Heterocycle construction: the acid functions as a precursor to oxazoles, imidazoles, and related ring systems, carrying the electron-poor difluorinated aryl group directly into the finished heterocyclic scaffold.
- Medicinal chemistry lead exploration: the twisted, out-of-plane conformation imposed by both ortho fluorines lets research teams probe how restricted molecular shape influences binding and structure-activity relationships in candidate series.
- Fluorine NMR reference and method development: the symmetrical two-fluorine environment produces simple, well-defined signals that support fluorine NMR training, spectral assignment practice, and analytical method verification in synthetic laboratories.
Specifications
- Brand: TCI
- CAS number: 85068-28-6
- Category: Chemistry > Building Blocks > Fluorinated Building Blocks
- Product code: D4322
- Pack sizes: supplied in standard TCI research-scale catalogue pack sizes; please confirm the available packing when ordering.
- Storage note: store in a tightly closed container in a cool, dry, well-ventilated place, following the manufacturer's product documentation.
Handling and Storage
Keep the container tightly closed and store it in a cool, dry, well-ventilated area away from direct sunlight, heat sources, moisture, and strong bases or other incompatible materials. The original manufacturer packaging is the most suitable container; if the material is transferred, use a chemically resistant, clearly labelled vessel with a secure closure. Handle the compound in a fume hood, wearing safety glasses, a laboratory coat, and suitable gloves, since carboxylic acids can irritate skin, eyes, and the respiratory tract. Avoid generating dust during weighing, close the container promptly after use, and always consult the manufacturer's safety data sheet before handling or disposal.
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