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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]
Dimethyl carbonate and dimethyl oxalate are produced industrially using carbon monoxide and an oxidant, in effect as a source of CO 2+. [2]+ + + The oxidative carbonylation of methanol is catalyzed by copper(I) salts, which form transient carbonyl complexes.
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.
ODAP can be synthesized from L-α,β-diaminopropionic acid and dimethyl oxalate at a pH of 4.5-5. Cupric oxide can be used to temporarily protect the α-NH2 group of the L-α,β-diaminoproprionic acid during the reaction. [2] The pathway for one chemical synthesis of ODAP
Oxalyl chloride reacts with water giving off gaseous products only: hydrogen chloride (HCl), carbon dioxide (CO 2), and carbon monoxide (CO). (COCl) 2 + H 2 O → 2 HCl + CO 2 + CO In this, it is quite different from other acyl chlorides which hydrolyze with formation of hydrogen chloride and the original carboxylic acid.
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Oxidative carbonylation is a class of reactions that use carbon monoxide in combination with an oxidant to generate esters and carbonate esters.These transformations utilize transition metal complexes as homogeneous catalysts. [1]