• Ethyl 2-Oxo-2-(p-tolyl)acetate (CAS 5524-56-1) - TCI E1516 - AMI Scientific
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TCI

CAS 5524-56-1

Ethyl 2-Oxo-2-(p-tolyl)acetate TCI E1516

Ethyl 2-Oxo-2-(p-tolyl)acetate TCI E1516
Rp 1.979.250,00
Rp 1.979.250,00
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TCI E1516 Ethyl 2-Oxo-2-(p-tolyl)acetate is an aryl glyoxylate compound, an ester that carries a ketone group positioned directly adjacent to the ester group on a methyl-substituted aromatic framework. Alpha-ketoester structures of this kind are regarded as high-value building blocks in organic synthesis laboratories because they possess a strongly electrophilic carbonyl carbon. Researchers use the material to construct tertiary stereogenic centres, to synthesise mandelate derivatives, and to access a variety of heterocyclic systems. The methyl group at the para position introduces a mild electronic variation that is useful in studies of structure–reactivity relationships.

The characteristic that makes this compound a frequent choice is the reactivity of its ketone, which is far higher than that of an ordinary ketone because of the electron-withdrawing effect of the neighbouring ester group. As a consequence, additions of organometallic nucleophiles, reductions, and aldol reactions proceed more readily and deliver tertiary or secondary alcohols that are rich in functionality. Aryl glyoxylate compounds are also known to be photochemically active, since they absorb ultraviolet light and undergo excitation to the triplet state, which is why they are employed in studies of hydrogen abstraction and light-induced radical reactions.

In Indonesian laboratories, this building block is typically handled in university and institutional organic synthesis groups, in medicinal chemistry and natural product research programmes, and in industrial research units that develop fine chemical intermediates. It is generally used at research and small preparative scale, where a reliable, well-characterised alpha-ketoester is needed as a starting point for multi-step routes. Its role in photochemical and radical reaction studies also makes it relevant to academic groups working on modern light-driven methodology.

  • Construction of tertiary stereogenic centres, where the highly electrophilic alpha-keto carbonyl accepts nucleophilic attack to generate a quaternary-substituted carbinol with a defined spatial arrangement.
  • Synthesis of mandelate derivatives, since reduction or controlled nucleophilic addition at the ketone carbon converts the glyoxylate framework directly into the corresponding alpha-hydroxy ester products.
  • Access to heterocyclic systems, because the adjacent ketone and ester functionalities provide two reactive handles that can be engaged sequentially in ring-forming condensation sequences.
  • Organometallic addition and aldol chemistry, where the ester-activated ketone reacts more readily than a conventional ketone and produces highly functionalised secondary or tertiary alcohols.
  • Photochemical and radical reaction studies, as the aryl glyoxylate absorbs ultraviolet light and reaches a triplet excited state suitable for hydrogen abstraction investigations.

Brand TCI (Tokyo Chemical Industry)
CAS number 5524-56-1
Molecular formula —
Purity —
Category Chemistry > Building Blocks > Non-Heterocyclic Building Blocks
Pack sizes available in standard TCI research and laboratory pack sizes; please confirm the exact size when ordering
Physical form —
Storage keep in a cool, dark place in a tightly sealed container
  • Product code: E1516

Store the container in a cool, dark, and well-ventilated area, tightly closed and protected from direct sunlight, because aryl glyoxylate compounds absorb ultraviolet light and are photochemically active. Amber glass bottles or the original manufacturer packaging are the most suitable containers, and the material should be kept away from heat sources, ignition sources, and strong oxidising agents. Handle the compound inside a fume hood while wearing safety goggles, chemical-resistant gloves, and a laboratory coat. Avoid contact with skin and eyes and avoid inhaling any vapour. Always consult the manufacturer's Safety Data Sheet before use, and dispose of residues and contaminated materials through the laboratory's chemical waste procedures.

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