TCI
Ethyl 4-[[[Methyl(phenyl)amino]methylene]amino]benzoate TCI E1624
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Description
Ethyl 4-[[[Methyl(phenyl)amino]methylene]amino]benzoate is an aromatic compound that links two benzene rings through a formamidine bridge, an N=CH–N group that binds a methylated aromatic amine on one side and an ethyl-esterified aniline on the other. It is supplied by TCI as a non-heterocyclic building block for organic synthesis and for studies of ultraviolet-absorbing materials. In the laboratory, the molecule is of interest because it brings together three features within a single framework: an extensively conjugated chromophore, an ester group that is easily modified, and an amidine unit that is reactive toward nitrogen nucleophiles.
The property that makes this compound a preferred choice is the continuous conjugation that runs across both aromatic rings by way of the amidine bridge. That arrangement produces strong absorption in the ultraviolet region, which is why the compound is frequently examined as a UV-radiation attenuator in protective formulations. The amidine unit is also weakly basic and can be protonated, giving the molecule a sensitivity to acidic conditions that is useful both for equilibrium studies and for further transformations. The ethyl ester at the end of the benzoate ring provides an additional reaction site for hydrolysis to the corresponding substituted benzoic acid.
In Indonesian laboratories, this building block is typically handled in university and institutional organic synthesis groups, in formulation research units working on ultraviolet-protective preparations, and in analytical laboratories that need a well-defined aromatic reference structure. It is usually weighed out in small quantities for exploratory reactions, spectroscopic characterisation, and method development work, then returned to controlled storage between experiments so that the material remains suitable for repeated use over a research programme.
Laboratory Applications
- Organic synthesis building block: the non-heterocyclic aromatic framework provides a defined starting scaffold that chemists can elaborate through the amidine and ester positions into more complex target molecules.
- Ultraviolet absorber research: the extended conjugation across both rings gives strong ultraviolet absorption, making the compound a useful candidate for studies of UV-attenuating and protective formulations.
- Ester hydrolysis and derivatisation work: the terminal ethyl ester offers a convenient handle for conversion into the corresponding substituted benzoic acid and subsequent amide or ester derivatives.
- Amidine reactivity studies: the N=CH–N bridge is reactive toward nitrogen nucleophiles, allowing the compound to serve as a substrate in mechanistic and substitution investigations in synthetic chemistry.
- Acid–base and equilibrium studies: because the weakly basic amidine unit can be protonated, the molecule suits experiments that track structural or spectral response to changing acidic conditions.
Specifications
- Brand: TCI (Tokyo Chemical Industry), catalogue reference E1624
- CAS number: 57834-33-0
- Category: Chemistry > Building Blocks > Non-Heterocyclic Building Blocks
- Chemical name: Ethyl 4-[[[Methyl(phenyl)amino]methylene]amino]benzoate
- Pack sizes: available in standard TCI research-scale packaging; please confirm the size required when ordering
- Storage: keep in the closed original container under the conditions stated on the manufacturer's label
Handling and Storage
Store the container tightly closed in a cool, dry, well-ventilated area away from direct sunlight, heat sources, and strong acids, since the amidine unit is sensitive to acidic conditions. Keep the material in its original TCI container or in a compatible, clearly labelled amber glass vessel to limit light and moisture exposure. Handle in a fume hood using safety glasses, gloves, and a laboratory coat, and avoid generating dust during weighing. Return the container to storage promptly after use, and consult the manufacturer's safety data sheet before first handling and for waste disposal guidance.
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