Ethyl cyanohydroxyiminoacetate Ethyl cyanohydroxyiminoacetate Ethyl cyanohydroxyiminoacetate (oxyma) is the oxime of ethyl cyanoacetate and finds use as an additive for carbodiimides, such as dicyclohexylcarbodiimide (DCC) in peptide synthesis. It acts as a neutralizing reagent for the basicity or nucleophilicity of the DCC due to its pronounced acidity (pKa 4.60) and suppresses base catalyzed side reactions, in particular racemization. Ethyl cyanohydroxyiminoacetate is obtained in the reaction of ethyl cyanoacetate and nitrous acid (from sodium nitrite and acetic acid) in 87% yield. Because of the rapid hydrolysis of the ester, the reaction should be carried out at pH 4.5, in buffered phosphoric acid the
Ethyl Corporation TEL, General Motors and ESSO formed Ethyl Corp; each parent company had a 50% stake in the new corporation. Since neither company had chemical plant experience, they hired Dupont to operate the manufacturing facilities. After patents ran out, Dupont started manufacture of TEL on their own, and Ethyl started running its own operations. In 1962, Albemarle Paper Manufacturing Company, in Richmond, borrowed $200 million and purchased Ethyl Corporation (Delaware), a corporation 13 times its size. Albemarle then changed its name to Ethyl Corporation. It is believed that General Motors thought to divest itself of "Ethyl Corporation," owing to concern about