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CAS 6802-75-1

Diethyl Isopropylidenemalonate TCI D3942

Diethyl Isopropylidenemalonate TCI D3942
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Diethyl Isopropylidenemalonate is an organic synthesis chemical belonging to the alkylidene malonate family — a diethyl malonate derivative in which the methylene group has been condensed into a conjugated double bond flanked by two ester groups. In the laboratory, this compound serves as a non-heterocyclic building block and, at the same time, as a highly useful Michael acceptor for constructing new carbon frameworks. Organic chemistry researchers turn to it whenever they need a reagent that can accept a nucleophile at the beta position while simultaneously introducing a gem-dimethyl group into the target molecule, making the synthetic sequence more concise and the intermediates easier to control than assembling those fragments one at a time.

The characteristic that makes this material a frequent choice is its electron-poor double bond, which is flanked by two carboethoxy groups. This electronic arrangement gives the compound high reactivity toward carbon, nitrogen, and sulfur nucleophiles, and these additions can proceed under relatively mild conditions. The two ester groups that remain after the reaction also provide considerable freedom for downstream transformation, ranging from hydrolysis and decarboxylation to reduction and amidation. The isopropylidene group contributes the gem-dimethyl motif directly to the newly formed skeleton, so a structural feature that would otherwise require additional steps is delivered in a single operation.

In Indonesian laboratories, this reagent is typically used in academic and industrial organic synthesis settings — university research groups, graduate-level thesis work, and R&D units that develop fine chemical intermediates. It is generally ordered in research-scale quantities for method development, route-scouting experiments, and the preparation of intermediates on a bench scale, where the ability to shorten a synthetic sequence and control intermediates is valued as much as the reactivity of the reagent itself.

  • Michael addition reactions — the electron-poor double bond readily accepts carbon, nitrogen, and sulfur nucleophiles at the beta position under relatively mild conditions, giving reliable conjugate addition products.
  • Carbon framework construction — as a non-heterocyclic building block, it allows researchers to assemble new carbon skeletons in fewer steps than joining the equivalent fragments individually.
  • Introduction of gem-dimethyl groups — the isopropylidene moiety delivers a gem-dimethyl motif directly into the target molecule, avoiding separate alkylation steps that would otherwise be required.
  • Preparation of malonate-derived intermediates — the two retained ester groups can be carried forward into hydrolysis, decarboxylation, reduction, or amidation sequences for further elaboration.
  • Synthetic method development and route scouting — its predictable conjugate-addition reactivity makes it a convenient substrate for exploring new reaction conditions, catalysts, and nucleophile scope.

Brand TCI
CAS number 6802-75-1
Molecular formula
Purity
Category Chemistry > Building Blocks > Non-Heterocyclic Building Blocks
Pack sizes available in standard laboratory research-scale packaging (please confirm the available pack size when ordering)
Physical form
Storage keep in a tightly closed original container in a cool, dry, well-ventilated place away from ignition sources
  • Product code: D3942
  • Chemical name: Diethyl Isopropylidenemalonate

Store the material in its original tightly closed container in a cool, dry, well-ventilated area, protected from direct sunlight, heat, and sources of ignition, and keep it away from strong oxidizing agents and strong bases. Because the compound is a reactive Michael acceptor, containers should be resealed promptly after use to limit exposure to moisture and air. Handle it inside a fume hood, wear safety goggles, chemical-resistant gloves, and a laboratory coat, and avoid inhalation of vapors as well as direct contact with skin and eyes. Transfer with clean, dry glassware, label secondary containers clearly, and dispose of residues and contaminated materials as chemical waste in accordance with your institution's laboratory waste procedures. Always consult the manufacturer's safety data sheet before first use.