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The standard industrial reaction for producing methyl acrylate is esterification of acrylic acid with methanol under acid catalysis (sulfuric acid, p-toluenesulfonic acid or acidic ion exchangers. [7]). The transesterification is facilitated because methanol and methyl acrylate form a low boiling azeotrope (boiling point 62–63 °C). [8]
Methacrylic acid undergoes several reactions characteristic of α,β-unsaturated acids (see acrylic acid). These reactions include the Diels–Alder reaction and Michael additions. Esterifications are brought about by acid-catalyzed condensations with alcohols, alkylations with certain alkenes, and transesterifications.
Acrylic acid undergoes the typical reactions of a carboxylic acid. When reacted with an alcohol, it forms the corresponding ester. The esters and salts of acrylic acid are collectively known as acrylates (or propenoates). The most common alkyl esters of acrylic acid are methyl, butyl, ethyl, and 2-ethylhexyl acrylate.
Often, acrylate refers to esters of acrylic acid, the most common member being methyl acrylate. These acrylates contain vinyl groups . These compounds are of interest because they are bifunctional : the vinyl group is susceptible to polymerization and the carboxylate group carries myriad functionalities.
The anion of methacrylic acid Index of chemical compounds with the same name This set index article lists chemical compounds articles associated with the same name.
The carboxyl group of acrylic acid can react with ammonia to form acrylamide, or with an alcohol to form an acrylate ester. Acrylamide and methyl acrylate are commercially important examples of α,β-unsaturated amides and α,β-unsaturated esters, respectively. They also polymerize readily. Acrylic acid, its esters, and its amide derivatives ...
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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.