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Encyclopedia > Bouveault aldehyde synthesis

The Bouveault aldehyde synthesis is a one-pot chemical reaction that converts a primary alkyl halide to an aldehyde one carbon longer. A chemical reaction is a process involving one, two or more substances (called reactants), characterized by a chemical change and yielding one or more product(s) which are different from the reactants. ... In chemistry, an alkyl halide is an organic molecule of the form R_X, where X is a halide and R contains a carbon atom bonded to other functional groups or hydrogens. ... kjhfckjdsvsdv ...

Reaction mechanism

The first step of the Bouveault aldehyde synthesis is the formation of the Grignard reagent. Upon addition of a N,N-disubstituted formamide (such as DMF) a hemiaminal is formed, which can easily be hydrolyzed into the desired aldehyde. A Grignard Reagent is an alkyl- or aryl- magnesium halide. ... Formamide (HCONH2) is an amide derived from formic acid. ... Dimethylformamide, also known under the names N,N-dimethylformamide and DMF, is a clear, water-miscible liquid and common solvent that is often used in chemical reactions. ... A hemiaminal is a functional group or type of chemical compound that has a hydroxyl group and a amine attached to the same carbon atom: -C(OH)(NR2)-. R can be hydrogen or an alkyl group. ... Hydrolysis is a chemical process in which a molecule is cleaved into two parts by the addition of a molecule of water. ...


References

  • Smith, L. I.; Nichols, J.; J. Org. Chem. 1941, 6, 489.
  • Sicé, J.; J. Am. Chem. Soc. 1953, 75, 3697.
  • Jones, E. R. H. et al.; J. Chem. Soc. 1958, 1054.

The Journal of the American Chemical Society (abbreviated usually as , or JACS), is a peer-reviewed scientific journal, published since 1879 by the American Chemical Society. ...

See also

  • Bodroux-Chichibabin aldehyde synthesis

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