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Ethyl cyanoacrylate (ECA), a cyanoacrylate ester, is an ethyl ester of 2-cyano-acrylic acid. It is a colorless liquid with low viscosity and a faint sweet smell in pure form. It is the main component of cyanoacrylate glues and can be encountered under many trade names . [ 2 ]
Structure of the backbone of a cyanoacrylate polymer. Cyanoacrylates are a family of strong fast-acting adhesives with industrial, medical, and household uses. They are derived from ethyl cyanoacrylate and related esters. The cyanoacrylate group in the monomer rapidly polymerizes in the presence of water to form long, strong chains. [1]
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.
Ethyl acrylate reacts with amines catalyzed by Lewis acids in a Michael addition to β-alanine derivatives in high yields: [13]. The nucleophilic addition at ethyl acrylate as an α,β-unsaturated carbonyl compound is a frequent strategy in the synthesis of pharmaceutical intermediates.
R 1 and R 3 (as well as R 2 and "Et") can be varied by the application of appropriate β-ketoesters readily made by a synthesis emanating from acid chlorides, Meldrum's acid, and the alcohol of one's choice. Ethyl and benzyl esters are easily made thereby, and the reaction is noteworthy in that even the highly hindered tert-butyl alcohol gives ...
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.
When ethyl acrylate is used as a reactant, ethanol is formed; this forms with the ethyl acrylate an azeotrope of the composition ethanol/ethyl acrylate 72.7:26.3%, which boils at 77.5 °C under atmospheric pressure. [8] To achieve a high reaction yield, the ethanol is distilled off from the reaction mixture.
Acrylic elastomer is a general term for a type of synthetic rubber whose primary component is acrylic acid alkyl ester (ethyl or butyl ester). [3] Acrylic elastomer possesses characteristics of heat and oil resistance, with the ability to withstand temperatures of 170–180 °C. It is used primarily for producing oil seals and packaging related ...