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Description
2-Fluoro-6-(trifluoromethyl)benzoic Acid is a benzoic acid derivative in which both ortho positions are occupied by electron-withdrawing groups: a fluorine atom on one side and a trifluoromethyl group on the other. As a fluorinated building block, this compound provides a carboxylic acid handle that is ready to be activated into amides, esters, or acid chlorides, or reduced and transformed further into alcohols and aldehydes. The doubly ortho-substituted pattern gives the molecule a distinctive structural identity that researchers frequently seek when they want to enforce a particular conformation in their final product.
The properties that make this an attractive choice are the combination of high acidity and controlled steric hindrance. Two electron-withdrawing substituents flanking the carboxyl group lower the pKa value appreciably compared with ordinary benzoic acid, while simultaneously twisting the plane of the carboxyl group relative to the aromatic ring, so that amides formed from it tend to adopt a twisted geometry. This twisted conformation is often exploited in medicinal chemistry to lock molecular orientation within a target binding pocket. The trifluoromethyl group adds stability against oxidative metabolism, while the fluorine atom provides a clean NMR signal for monitoring purity.
In Indonesian laboratories, this building block is typically used in university and institutional research groups working on medicinal chemistry and fluorine-containing organic synthesis, as well as in industrial R&D units developing new active compounds. It is generally ordered in small research quantities for multi-step synthesis routes, where the carboxylic acid handle is coupled early and the fluorinated core is carried through to the final target. The clean fluorine NMR signal is particularly helpful for laboratories that rely on NMR as their primary purity check.
Laboratory Applications
Amide coupling and peptidomimetic synthesis — the activated carboxylic acid readily forms amide bonds, and the doubly ortho-substituted ring produces the twisted amide geometry often required for conformational control.
Medicinal chemistry lead development — the trifluoromethyl group resists oxidative metabolism while the enforced conformation helps lock candidate molecules into a preferred orientation inside a target binding pocket.
Ester and acid chloride preparation — the strongly acidic carboxyl group is easily activated toward esterification or conversion to the acid chloride for onward coupling steps.
Reduction to alcohol or aldehyde intermediates — the carboxylic acid serves as a convenient entry point for further functional group transformation within multi-step fluorinated synthesis routes.
Fluorine NMR reference and reaction monitoring — the fluorine substituent gives clean, well-resolved signals that allow researchers to track reaction progress and assess purity directly.
Specifications
Brand: TCI
CAS number: 32890-94-1
Catalogue code: F0757
Category: Chemistry > Building Blocks > Fluorinated Building Blocks
Chemical name: 2-Fluoro-6-(trifluoromethyl)benzoic Acid
Pack sizes: available in standard research quantities according to the TCI catalogue; 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, and well-ventilated area, away from direct sunlight, moisture, and incompatible materials such as strong bases and strong oxidizing agents. The original manufacturer packaging is the preferred container; if transferred, use chemically compatible glass or fluoropolymer vessels with secure closures and clear labelling. Handle inside a fume hood, and wear safety glasses, nitrile gloves, and a laboratory coat. As a carboxylic acid, the material can irritate skin, eyes, and the respiratory tract, so avoid raising dust and wash hands thoroughly after handling. Keep the container sealed between uses to limit moisture uptake, and always consult the manufacturer safety data sheet before use.
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