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Being a diester, diethyl succinate is a particularly versatile building block. It participates in acyloin condensation to give 2-hydroxycyclobutanone. [1] Via condensation with oxalate esters, it serves as a precursor to ketoglutaric acid. [2] It is a reagent in the Stobbe condensation.
The Stobbe condensation entails the reaction of an aldehyde or ketone with an ester of succinic acid to generate alkylidene succinic acid or related derivatives. [1] The reaction consumes one equivalent of metal alkoxide. Commonly, diethylsuccinate is a component of the reaction. The usual product is salt of the half-ester.
Dibasic ester or DBE is an ester of a dicarboxylic acid.Depending on the application, the alcohol may be methanol or higher molecular weight monoalcohols. Mixtures of different methyl dibasic esters are commercially produced from short-chain acids such as adipic acid, glutaric acid, and succinic acid. [1]
Succinic acid (/ s ə k ˈ s ɪ n ɪ k /) is a dicarboxylic acid with the chemical formula (CH 2) 2 (CO 2 H) 2. [5] In living organisms, succinic acid takes the form of an anion, succinate, which has multiple biological roles as a metabolic intermediate being converted into fumarate by the enzyme succinate dehydrogenase in complex 2 of the electron transport chain which is involved in making ...
A common way to synthesize an NHS-activated acid is to mix NHS with the desired carboxylic acid and a small amount of an organic base in an anhydrous solvent. A coupling reagent such as dicyclohexylcarbodiimide (DCC) or 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide (EDC) is then added to form a highly reactive activated acid intermediate.
Blanc's Rule says that heating a barium salt of a dicarboxylic acid, or dehydrating it with acetic anhydride will yield a cyclic acid anhydride if the carbon atoms bearing acid groups are in position 1 and (4 or 5). So succinic acid will yield succinic anhydride.
The patent describes the reaction of the alkenes with excess maleic anhydride at 200 °C in an autoclave. The excess alkene is removed by distillation in vacuo, the resulting alkenyl succinic anhydride hydrolyzed with dilute sodium hydroxide solution and the disodium salt reacted with an acid to achieve an alkenebutanedioic acid.
For example, diethyl oxalate condenses with cyclohexanone to give the diketo-ester, a precursor to pimelic acid. [8] With diamines, the diesters of oxalic acid condense to give cyclic diamides. Quinoxalinedione is produced by condensation of dimethyloxalate and o-phenylenediamine: C 2 O 2 (OMe) 2 + C 6 H 4 (NH 2) 2 → C 6 H 4 (NHCO) 2 + 2 MeOH