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Description
TCI D2663 3,5-Di-tert-butylbenzoic Acid is an aromatic carboxylic acid carrying two bulky tert-butyl groups at the 3 and 5 positions of the benzene ring. The carboxylic acid group acts as a versatile attachment point, while the two large alkyl substituents give the molecule its distinctive steric and solubility character. In the laboratory, this compound is widely used as a carboxylate ligand, as a starting material for the preparation of hindered esters and amides, and as a linker unit in the construction of metal complexes and coordination-based porous materials.
The characteristic that makes this material a preferred choice is the balance between the reactivity of the acid group and the steric protection provided by its surroundings. The carboxylate group is readily activated into an acid chloride, an anhydride, or an active ester through standard procedures, so the range of derivatisation routes available is broad. Meanwhile, the two tert-butyl groups improve solubility in non-polar organic solvents, hinder excessive intermolecular stacking, and shield the metal centre when the compound acts as a bridging ligand. The electron-donating effect of the alkyl groups also slightly lowers the acidity compared with simple benzoic acid, a subtle difference that is sometimes exploited for fine tuning.
In Indonesian laboratories, this building block is typically used in synthetic organic and coordination chemistry work at university research groups, government research institutes, and industrial R&D units. It is normally handled at bench scale for ligand preparation, derivatisation studies, and materials synthesis, where the combination of a reliable carboxylic acid handle and a sterically demanding aromatic framework is required for reproducible, well-defined products.
Laboratory Applications
- Carboxylate ligand synthesis: the acid group binds readily to metal centres while the two tert-butyl groups provide steric shielding that helps define the coordination environment.
- Preparation of hindered esters: the sterically crowded acid allows controlled esterification studies where bulk around the carbonyl influences reaction rate and selectivity.
- Preparation of hindered amides: standard activation to acid chloride or active ester enables amide coupling with the steric bulk retained in the product framework.
- Metal complex construction: functions as a bridging carboxylate linker, protecting the metal centre and limiting unwanted intermolecular stacking in the assembled complex.
- Coordination-based porous materials: serves as a linker unit whose bulky substituents improve solubility in non-polar organic solvents during framework assembly and handling.
Specifications
- Brand: TCI (Tokyo Chemical Industry)
- CAS number: 16225-26-6
- Category: Chemistry > Building Blocks > Non-Heterocyclic Building Blocks
- Chemical class: aromatic carboxylic acid, non-heterocyclic building block
- Pack sizes: available in standard TCI research and laboratory catalogue pack sizes; please confirm the required packaging when ordering
- Storage: keep in the tightly closed original container, in a cool, dry, well-ventilated place
Handling and Storage
Store the material in its tightly closed original container in a cool, dry, well-ventilated area, away from heat, direct sunlight, moisture, and incompatible substances such as strong bases and strong oxidising agents. Glass containers with chemically resistant closures are suitable for transfers and short-term working stock. Handle in a fume hood, wearing safety goggles, a laboratory coat, and appropriate chemical-resistant gloves, and avoid generating dust when weighing the solid. Return the container to storage promptly after use, label all working aliquots clearly, and follow the manufacturer's Safety Data Sheet and your institutional chemical waste procedures for disposal.
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