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Dimethyl oxalate can be converted into ethylene glycol in high yields (94.7%) [10] [11] The methanol formed is recycled in the process of oxidative carbonylation. [12] Other plants with a total annual capacity of more than 1 million tons of ethylene glycol per year are planned. Decarbonylation gives dimethyl carbonate. [13]
Oxalate (systematic IUPAC name: ethanedioate) is an anion with the chemical formula C 2 O 2− 4. This dianion is colorless. It occurs naturally, including in some foods. It forms a variety of salts, for example sodium oxalate (Na 2 C 2 O 4), and several esters such as dimethyl oxalate ((CH 3) 2 C 2 O 4). It is a conjugate base of oxalic acid.
The free radicals generated by this process engage in secondary reactions. For example, the hydroxyl is a powerful, non-selective oxidant. [6] Oxidation of an organic compound by Fenton's reagent is rapid and exothermic and results in the oxidation of contaminants to primarily carbon dioxide and water.
Transition metal oxalate complexes are coordination complexes with oxalate (C 2 O 4 2−) ligands. Some are useful commercially, but the topic has attracted regular scholarly scrutiny. Oxalate (C 2 O 4 2-) is a kind of dicarboxylate ligand. [1] As a small, symmetrical dinegative ion, oxalate commonly forms five-membered MO 2 C 2 chelate rings.
The reaction is particularly suitable for the synthesis of aldehydes from primary alcohols. Analogously, secondary alcohols can be oxidized to form ketones. Dimethyl sulfoxide/acetic anhydride serves as oxidizing agent. Albright-Goldman-Oxidation (Aldehyd) The reaction does not proceed further to the carboxylic acid.
Diisopropylamine is a common amine nucleophile in organic synthesis. [4] Because it is bulky, it is a more selective nucleophile than other similar amines, such as dimethylamine. [5] It reacts with organolithium reagents to give lithium diisopropylamide (LDA). LDA is a strong, non-nucleophilic base [6]
The Seyferth–Gilbert homologation is a chemical reaction of an aryl ketone 1 (or aldehyde) with dimethyl (diazomethyl)phosphonate 2 and potassium tert-butoxide to give substituted alkynes 3. [1] [2] Dimethyl (diazomethyl)phosphonate 2 is often called the Seyferth–Gilbert reagent. [3] The Seyferth–Gilbert homologation
Acetylenedicarboxylic acid is used in the synthesis of dimethyl acetylenedicarboxylate, an important laboratory reagent. The acid is commonly traded as a laboratory chemical. It can also be reacted with sulfur tetrafluoride to produce hexafluoro-2-butyne, a powerful dienophile for use in Diels-Alder reactions.