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Ethyl cyanoacetate is an organic compound that contains a carboxylate ester and a nitrile. It is a colourless [ 1 ] liquid with a pleasant odor. This material is useful as a starting material for synthesis due to its variety of functional groups and chemical reactivity.
In its largest scale application, cyanoacetic acid is first esterified to give ethyl cyanoacetate. Condensation of that ester with formaldehyde gives ethyl cyanoacrylate, which used as superglue. As of 2007, more than 10,000 tons of cyanoacetic acid were produced annually.
Ethyl cyanoacrylate is prepared by the condensation of formaldehyde with ethyl cyanoacetate: NCCH 2 CO 2 C 2 H 5 + CH 2 O → H 2 C=C(CN)CO 2 C 2 H 5 + H 2 O. This exothermic reaction affords the polymer, which is subsequently sintered, thermally "cracked" to give the monomer. Alternatively, it can be prepared by the ethoxycarbonylation of ...
Methoxypropylamino cyclohexenylidene ethoxyethylcyanoacetate is an organic compound used in sunscreens to absorb UVA radiation.It is marketed as Mexoryl 400 by L'Oréal. ...
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 ...
Ethyl cyanoacetate; Ethyl cyanohydroxyiminoacetate; M. Methoxypropylamino cyclohexenylidene ethoxyethylcyanoacetate; O. Octocrylene This page was last edited on 30 ...
Metalated arenes can be cyanated with electrophilic cyanide sources, including cyanamides, cyanates, dimethylmalononitrile, or ethyl (ethoxymethylene)cyanoacetate. These methods can proceed with or without transition metal mediation: [12]
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