TCI
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Description
TCI D4854 2,4-Dimethoxybenzonitrile is an aromatic nitrile isomer carrying methoxy groups at the 2- and 4-positions of the benzene ring, a substitution pattern that places both electron-donating groups ortho and para to the nitrile function. Supplied by TCI and classified within the non-heterocyclic building blocks family, this compound serves the laboratory as a ready-to-use synthetic intermediate. Its availability is a genuine help in multi-step synthesis work, because the specific 2,4-dimethoxy arrangement is normally difficult to construct selectively through direct substitution reactions on a benzene ring without producing troublesome isomer mixtures.
The defining property behind its selection is the strong activation of the aromatic ring. Two methoxy groups arranged ortho and para to the nitrile render the ring markedly electron-rich, so the nitrile group becomes relatively less electrophilic while the ring itself becomes considerably more susceptible to directed electrophilic substitution. The nitrile group nevertheless retains all of its customary versatility: hydrolysis toward the corresponding acid or amide, reduction toward a benzylamine or an aldehyde, and heterocycle formation such as tetrazole construction. This substitution pattern also gives readily distinguishable aromatic signals, which assists structural confirmation during reaction monitoring.
In Indonesian laboratories, this building block is typically drawn upon by synthetic organic chemistry groups in universities and research institutes, as well as by formulation and development laboratories that prepare more elaborate aromatic scaffolds. It is normally handled at bench scale, weighed out for individual reaction steps rather than consumed in bulk, and stored alongside other intermediates in a chemical inventory. Its role is that of a starting point that shortens a route, sparing the analyst several preparatory steps that would otherwise be needed.
Laboratory Applications
- Multi-step organic synthesis — supplies a pre-formed 2,4-dimethoxy aromatic core, removing the need to install both methoxy groups selectively and avoiding the isomer mixtures that direct substitution routes commonly generate.
- Nitrile transformation chemistry — the cyano group can be hydrolysed to the corresponding carboxylic acid or amide, giving laboratories a straightforward entry point into differently functionalised aromatic derivatives from a single starting material.
- Amine and aldehyde preparation — controlled reduction of the nitrile function furnishes the related benzylamine or the aldehyde, both of which are frequently required intermediates for further coupling and condensation work.
- Heterocycle construction — the nitrile participates in cyclisation chemistry such as tetrazole formation, allowing research groups to build heterocyclic systems on an already electron-rich, well-defined aromatic framework.
- Directed electrophilic aromatic substitution — because the two methoxy donors leave the ring strongly activated, further substituents can be introduced onto the ring under comparatively mild conditions during scaffold elaboration.
Specifications
- Brand: TCI
- CAS Number: 4107-65-7
- Category: Chemistry > Building Blocks > Non-Heterocyclic Building Blocks
- Product Code: D4854
- Chemical Class: Aromatic nitrile, non-heterocyclic building block
- Pack Sizes: Available in standard TCI research pack sizes; please refer to the packaging options listed for this item
- Storage: Store in a tightly closed container in a cool, dry place away from light
Handling and Storage
Keep this material in its original tightly closed container and store it in a cool, dry, well-ventilated area, protected from light, heat sources, and moisture. Amber glass or the manufacturer's supplied packaging is appropriate; ensure the closure is properly reseated after each use to limit moisture uptake and vapour escape. All weighing and transfer operations should be carried out inside a fume hood while wearing safety glasses, chemical-resistant gloves, and a laboratory coat. Avoid inhalation of dust and any contact with skin or eyes, keep the compound away from strong oxidising agents and strong acids, and consult the manufacturer's Safety Data Sheet before use. Segregate it from incompatible materials in the chemical store and dispose of residues and contaminated consumables through the laboratory's established chemical waste procedures.
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