Acrylamide
chemical compound
Acrylamide (or acrylic amide) is an organic compound with the chemical formula CH2=CHC(O)NH2. It is a white odorless solid, soluble in water and several organic solvents. From the chemistry perspective, acrylamide is a vinyl-substituted primary amide (CONH2). It is produced industrially mainly as a precursor to polyacrylamides, which find many uses as water-soluble thickeners and flocculation agents.
Acrylamide forms in burnt areas of food, particularly starchy foods like potatoes, when cooked with high heat, above 120 °C (248 °F). Despite health scares following this discovery in 2002, and its classification as a probable carcinogen, there is ongoing debate as to whether acrylamide consumed through diet is likely to cause cancer in humans; Cancer Research UK described the idea of burnt food causing cancer as unlikely, and not based on reliable evidence.
Production
Acrylamide can be prepared by the hydration of acrylonitrile, which is catalyzed enzymatically:
CH2=CHCN + H2O → CH2=CHC(O)NH2
This reaction also is catalyzed by sulfuric acid as well as various metal salts. Treatment of acrylonitrile with sulfuric acid gives acrylamide sulfate, CH=CHC(O)NH2·H2SO4. This salt can be converted to acrylamide with a base or to methyl acrylate with methanol.
Uses
The majority of acrylamide is used to manufacture various polymers, especially polyacrylamide.
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This entry incorporates text from “Acrylamide” on English Wikipedia. Contributors are listed in the page history. Text is available under the Creative Commons Attribution-ShareAlike 4.0 License. Selected authority identifiers and statements are retrieved from Wikidata under CC0; their references and qualifiers remain part of the verification path.