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Description
TCI E0827 Ethyl 7-Chloro-2-oxoheptanoate is a seven-carbon α-keto ester bearing a chlorine atom at the terminus of its chain. The molecule belongs to the class of bifunctional non-heterocyclic building blocks, meaning it presents two distinct reactive centres within a single framework: a strongly electrophilic α-keto ester group at one end, and an alkyl chloride that acts as a leaving group at the other. This combination makes it especially valuable to researchers who wish to construct long-chain molecules with controlled functional patterns, whether through chain elongation, intramolecular cyclisation, or sequential coupling with nucleophiles in two separate stages.
The principal reason for selecting this material is its ability to serve as a directable linker. The keto carbonyl positioned alpha to the ester is far more reactive than an ordinary ketone, so it readily undergoes organometallic addition, reduction to the corresponding α-hydroxy ester, reductive amination, or condensation to form heterocycles such as quinoxalinones and imidazole derivatives. Meanwhile, the primary chloride at the chain terminus can be displaced by thiols, azides, cyanides, or amines to install additional functional groups. The seven-carbon spacing between the two reactive centres gives the chemist a predictable distance to work with when planning a synthetic route.
In Indonesian laboratories, this reagent is typically used in university and institutional research groups engaged in organic synthesis, medicinal chemistry, and the preparation of intermediates. It suits laboratories working on multi-step routes where a bifunctional handle shortens the sequence, and it is normally ordered in small research quantities alongside other TCI building blocks. Users generally schedule the material into planned experimental campaigns rather than routine analysis, since it functions as a synthetic intermediate rather than an analytical standard.
Laboratory Applications
- Chain elongation in organic synthesis: the terminal primary chloride accepts nucleophilic displacement, allowing chemists to extend a carbon framework by a defined seven-carbon segment with a predictable spacing between functional centres.
- Heterocycle construction: the highly electrophilic α-keto ester condenses with suitable partners to generate ring systems such as quinoxalinones and imidazole derivatives, giving access to scaffolds that are difficult to build from simple ketones.
- α-Hydroxy ester preparation: selective reduction of the keto carbonyl alpha to the ester delivers α-hydroxy esters, a transformation widely used when a chiral or polar handle is required in a synthetic sequence.
- Reductive amination and organometallic addition: the activated keto group readily accepts amine or carbon nucleophiles, letting researchers install nitrogen or new carbon substituents at a precisely defined position along the chain.
- Sequential two-stage functionalisation: because the two reactive centres differ in character, thiols, azides, cyanides, or amines can be introduced at the chloride end in a step kept entirely separate from chemistry performed at the keto ester.
Specifications
- Brand: TCI (Tokyo Chemical Industry)
- CAS number: 78834-75-0
- Category: Chemistry > Building Blocks > Non-Heterocyclic Building Blocks
- Product code: E0827
- Pack sizes: available in standard TCI research-scale packaging; please confirm the current pack options when ordering.
- Storage: keep in a tightly closed original container under the conditions stated on the manufacturer's label and safety data sheet.
Handling and Storage
Store this reagent in its original tightly sealed container, in a cool, dry, well-ventilated place away from heat, ignition sources, moisture, and incompatible materials, following the conditions specified on the manufacturer's label and safety data sheet. Because the compound carries a reactive α-keto ester and an alkyl chloride, handle it in a fume hood using suitable gloves, safety goggles, and a laboratory coat, and avoid contact with skin, eyes, and inhalation of vapours. Transfer with clean, dry glassware and reclose the container promptly to limit exposure to atmospheric moisture. Keep separated from strong bases, strong oxidising agents, and nucleophilic reagents, and dispose of residues and contaminated materials in accordance with applicable chemical waste procedures. Always consult the current safety data sheet before use.
