TCI
4-Diethylaminobenzaldoxime (mixture of isomers) TCI D4850
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Description
TCI D4850 4-Diethylaminobenzaldoxime (mixture of isomers) is an oxime compound derived from 4-diethylaminobenzaldehyde, supplied as a mixture of its geometric isomers. The molecule combines a characteristic oxime group with a strongly electron-donating diethylamino group at the para position of the benzene ring. This combination produces an electronically interesting conjugated system while providing a reactive functional handle for further synthetic development. As a building block, the compound serves researchers who need an electron-rich aromatic fragment carrying a nitrogen–oxygen reaction centre that is ready for onward elaboration.
The property that makes this material valuable is the sheer variety of transformations the oxime group can undergo. Oximes are alpha-effect nucleophiles, so they react faster than their basicity alone would predict. The group can undergo Beckmann rearrangement to amides, be reduced to primary amines, be oxidised to nitrile oxides that act as dipoles in 1,3-dipolar cycloadditions, or serve as a donor atom in metal complex formation. Meanwhile, the diethylamino group pushes electron density into the conjugated system, giving the molecule its light absorption behaviour and reinforcing the reactivity of the aromatic ring toward electrophilic partners.
In Indonesian laboratories, this reagent belongs in synthetic organic chemistry and materials chemistry groups working at university, government research institute, and industrial R&D level. It is typically drawn on during method development, small-scale route scouting, and preparation of intermediates for further study, where a well-characterised commercial building block removes the need to prepare the oxime in-house. Its role is that of a starting material held in the reagent inventory for multi-step synthesis work.
Laboratory Applications
- Non-heterocyclic building block synthesis — the compound provides a ready-made electron-rich aryl oxime fragment that can be carried forward into multi-step routes without preparing the oxime in-house.
- Beckmann rearrangement studies — the oxime group rearranges to the corresponding amide, making this a convenient substrate for exploring rearrangement conditions and for accessing amide-containing targets.
- Reduction to primary amines — chemists use the oxime as a masked amine precursor, reducing the nitrogen–oxygen function to obtain the corresponding electron-rich benzylamine derivative.
- 1,3-Dipolar cycloaddition chemistry — oxidation of the oxime generates a nitrile oxide dipole, allowing cycloaddition with alkenes and alkynes to build new ring systems from this aryl scaffold.
- Metal complex preparation — the oxime nitrogen and oxygen atoms can act as donor sites, so the compound is useful in coordination chemistry investigations and ligand screening work.
Specifications
- Brand: TCI (Tokyo Chemical Industry)
- CAS number: 54376-65-7
- Category: Chemistry > Building Blocks > Non-Heterocyclic Building Blocks
- Product code: D4850
- Composition: supplied as a mixture of geometric isomers
- Pack sizes: available in standard TCI research-scale packaging; please confirm the pack size options when ordering
- Storage: store according to the conditions stated on the manufacturer's label and Safety Data Sheet
Handling and Storage
Store the container tightly closed in a cool, dry, well-ventilated place away from light, heat, ignition sources, and incompatible chemicals such as strong oxidising agents. Keep the material in its original manufacturer-supplied container, or transfer it only to a clean, chemically compatible and clearly labelled vessel. Handle in a fume hood using safety glasses, chemically resistant gloves, and a laboratory coat, and avoid generating dust or inhaling any vapour. Wash hands thoroughly after handling. Always consult the manufacturer's Safety Data Sheet before use, and dispose of residues and contaminated packaging through your institution's chemical waste procedures.
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