TCI D2069 Methyl 3-(Dimethylamino)benzoate is the methyl ester of benzoic acid carrying a dimethylamino group at the meta position of its aromatic ring. The molecule brings together two functional groups with opposing electronic character: an electron-withdrawing ester group and an electron-donating tertiary amine. In the laboratory, this compound serves as a versatile aromatic building block — a ready-made scaffold whose ester group can be hydrolysed, transesterified, reduced, or converted into an amide, while the dimethylamino group retains weakly basic and nucleophilic character within the same molecule.
The properties that make it a preferred choice are its favourable combination of electronic behaviour and solubility. The dimethylamino group raises the electron density of the ring and directs aromatic electrophilic substitution toward specific positions, while also giving the molecule the ability to be protonated, so that its solubility in aqueous acidic media can be controlled — particularly helpful during acid–base extraction and purification steps. The meta arrangement distinguishes it from the more common para isomer, because in the meta configuration direct conjugation between the nitrogen lone pair and the ester group does not occur, so the two functional groups behave more independently of one another.
In Indonesian laboratories, this type of aromatic building block is typically used in university research groups, organic synthesis and medicinal chemistry laboratories, and in research and development units that prepare substituted benzoate intermediates on a small scale. It is normally ordered as a catalogue-grade reagent for multi-step synthesis routes, method development work, and the preparation of reference materials, where a well-defined starting scaffold saves the effort of building the substitution pattern from scratch.
- Multi-step organic synthesis — provides a pre-formed meta-substituted aromatic scaffold, so researchers can begin from a defined substitution pattern instead of installing the dimethylamino group themselves.
- Ester group transformations — the methyl ester can be hydrolysed to the corresponding acid, transesterified, reduced, or converted into amides, making it a flexible handle for downstream derivatisation.
- Electrophilic aromatic substitution studies — the electron-donating dimethylamino group increases ring electron density and directs incoming electrophiles, which makes this compound useful for regioselectivity investigations.
- Medicinal chemistry intermediate preparation — the combination of a tertiary amine and a modifiable ester group suits the assembly of substituted benzoate fragments used in structure–activity exploration.
- Acid–base extraction and purification method development — the basic dimethylamino group allows protonation and partitioning into aqueous acid, so the compound serves well when developing or teaching separation workflows.
| Brand | TCI (Tokyo Chemical Industry) |
|---|---|
| CAS number | 16518-64-2 |
| Molecular formula | — |
| Purity | — |
| Category | Chemistry > Building Blocks > Non-Heterocyclic Building Blocks |
| Pack sizes | available in standard TCI catalogue research pack sizes; please confirm the currently listed pack options when ordering |
| Physical form | — |
| Storage | store according to the conditions stated on the manufacturer's label and Safety Data Sheet |
- Catalogue Number: D2069
Store the container tightly closed in a cool, dry, well-ventilated area away from direct sunlight, heat sources, and incompatible materials, following the storage conditions printed on the manufacturer's label and Safety Data Sheet. Keep the material in its original supplier packaging or in a chemically compatible, clearly labelled container, and reseal it promptly after each use to limit exposure to moisture and air. Handle in a fume hood using safety glasses, gloves, and a laboratory coat, avoid inhalation of dust or vapour and contact with skin and eyes, and use clean, dry spatulas or glassware when transferring material to prevent cross-contamination. Consult the current Safety Data Sheet before first use and dispose of residues and contaminated materials through your institution's chemical waste procedures.
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