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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 ...
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.
Chemical structure of an alkylsuccinic anhydride derived from octadecene. Maleic anhydride undergoes the Alder-ene reaction with alkenes to give alkenylsuccinic anhydrides. Such compounds are sizing agents in the paper industry. In this role, the anhydride is proposed to form an ester with the hydroxyl groups on the cellulose fibers. [8]
So succinic acid will yield succinic anhydride. For acids with carboxylic groups at position 1 and 6 this dehydration causes loss of carbon dioxide and water to form a cyclic ketone, for example, adipic acid will form cyclopentanone. [26]
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.
A general linear imide functional group. In organic chemistry, an imide is a functional group consisting of two acyl groups bound to nitrogen. [1] The compounds are structurally related to acid anhydrides, although imides are more resistant to hydrolysis.
The acid chloride suffers attack by diazomethane with loss of HCl. The alpha-diazoketone (RC(O)CHN 2) product undergoes the metal-catalyzed Wolff rearrangement to form a ketene, which hydrates to the acid. [16] [17] [4] The rearrangement leaves untouched the stereochemistry at the carbon alpha to the acid chloride. [6]
Acid anhydrides as well as carboxylic acids are also viable. A typical Lewis acid catalyst is aluminium trichloride . Because, however, the product ketone forms a rather stable complex with Lewis acids such as AlCl 3 , a stoichiometric amount or more of the "catalyst" must generally be employed, unlike the case of the Friedel–Crafts ...