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Description
TCI D4330 4,4-Difluorocyclohexanecarboxylic Acid is an alicyclic carboxylic acid that carries two fluorine atoms on the same carbon — a gem-difluoro group — at position 4 of the cyclohexane ring. The compound belongs to the fluorinated building blocks category and is widely used as an intermediate in the synthesis of target molecules built on saturated frameworks. Unlike aromatic starting materials, it contributes a three-dimensional fragment that is richer in shape, a character now much sought after in the design of modern drug candidate compounds.
The property that makes this material particularly attractive is the role of the gem-difluoro motif as a bioisostere. Two fluorine atoms on a single carbon mimic the electronic character of a carbonyl or ether group while retaining a saturated framework that is more resistant to metabolism. The group lowers the basicity of neighbouring substituents, tunes lipophilicity, and locks the conformational preference of the cyclohexane ring so that the orientation of the carboxylic acid group becomes easier to predict. This combination allows researchers to adjust the physicochemical properties of a target molecule without having to alter its core scaffold, and the strong C–F bond adds further chemical robustness to the final product.
In Indonesian laboratories, this building block is typically used in medicinal chemistry and organic synthesis research groups at universities, government research institutes, and pharmaceutical R&D units. It is handled at the bench scale during route scouting and analogue preparation, where the carboxylic acid handle is converted into amides, esters, or other derivatives. Because it is supplied as a defined catalogue item from TCI, it also suits method development work that requires a consistent, reproducible starting material.
Laboratory Applications
- Medicinal chemistry intermediate synthesis — the carboxylic acid handle couples readily to amines and alcohols, letting chemists append a metabolically stable gem-difluorinated saturated ring to a lead structure.
- Bioisosteric replacement studies — the gem-difluoro motif substitutes for carbonyl or ether functionality, allowing researchers to probe electronic effects while removing a common site of metabolic liability.
- Physicochemical property tuning — controlled adjustment of lipophilicity and of the basicity of neighbouring substituents makes this reagent useful when a candidate molecule needs rebalancing without scaffold redesign.
- Three-dimensional fragment library preparation — the saturated cyclohexane core supplies shape-rich, non-flat fragments that complement predominantly aromatic collections used in fragment-based screening campaigns.
- Conformationally defined analogue preparation — because the fluorine substituents lock ring conformational preference, the carboxylic acid orientation is predictable, supporting structure–activity work that depends on reliable vector geometry.
Specifications
- Brand: TCI
- CAS Number: 122665-97-8
- Category: Chemistry > Building Blocks > Fluorinated Building Blocks
- Product Code: D4330
- Pack Sizes: available in standard TCI catalogue pack sizes; please refer to the current catalogue listing for the sizes offered
- Storage: store in a cool, dry, well-ventilated place in a tightly closed original container, following the manufacturer's stated storage conditions on the label and Safety Data Sheet
Handling and Storage
Store the container tightly closed in a cool, dry, and well-ventilated area, away from direct sunlight, moisture, and incompatible materials such as strong bases and strong oxidising agents. The original manufacturer packaging is the preferred container; if transfer is required, use clean, dry glass or chemically compatible vessels that are clearly labelled with the product name and CAS number. As with any carboxylic acid, handle the material inside a fume hood and wear appropriate personal protective equipment, including safety goggles, chemical-resistant gloves, and a laboratory coat. Avoid inhalation of dust and contact with skin and eyes, weigh the solid carefully to limit airborne particles, and keep the container closed when not in use. Always consult the manufacturer's Safety Data Sheet before handling, and dispose of residues and contaminated materials in accordance with applicable chemical waste regulations.
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