What is Dimethyl malonate used for?
Dimethyl malonate is a diester derivative of malonic acid. It is a common reagent for organic synthesis used, for example, as a precursor for barbituric acid. It is also used in the malonic ester synthesis. It can be synthesized from dimethoxymethane and carbon monoxide.
How does malonate inhibit cellular respiration?
It decreases cellular activity. Malonate is a competitive inhibitor of the enzyme succinate dehydrogenase: it binds to the active site of the enzyme without reacting, and so competes with succinate, the substrate of the enzyme. Thus chemical malonate decreases cellular respiration.
How is diethyl malonate synthesis?
The malonic ester synthesis is a chemical reaction where diethyl malonate or another ester of malonic acid is alkylated at the carbon alpha (directly adjacent) to both carbonyl groups, and then converted to a substituted acetic acid.
What is the structure of Dimethyl malonate?
Dimethyl malonate
| PubChem CID | 7943 |
|---|---|
| Structure | Find Similar Structures |
| Chemical Safety | Laboratory Chemical Safety Summary (LCSS) Datasheet |
| Molecular Formula | C5H8O4 |
| Synonyms | Dimethyl malonate 108-59-8 Dimethyl propanedioate Methyl malonate Malonic Acid Dimethyl Ester More… |
Why is diethyl malonate a weak acid?
Thus ethyl acetoacetate and diethyl malonate shows acidity. But the acidity of α-H of carbonyl group is less than acidity of carboxylic acids. Thus their acidity is less.
Which is necessary for the synthesis of diethyl malonate?
To prepare compound (I), 3,4,6-trifluoro-5-methoxybenzoyl chloride (1) is reacted with diethyl malonate (2) in a mixture of absolute ethanol and toluene in the presence of magnesium ethoxide as a base to give diethyl (3,4,6-trifluoro-5-methoxybenzoyl)-malonate as a crude product, followed by partial hydrolysis and …
How does malonate inhibit the enzyme activity?
13.30. Malonate is a reversible inhibitor of succinate dehydrogenase. Intrastriatal injections of malonate produced dose-dependent excitotoxic lesions that were attenuated by both competitive and noncompetitive NMDA antagonists.