Chemical Sciences: A Manual for CSIR-UGC National Eligibility Test for Lectureship and JRF/Named Reactions/Perkin Reaction

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The Perkin reaction is an organic reaction developed by William Henry Perkin that can be used to make cinnamic acids by the aldol condensation of aromatic aldehydes and acid anhydrides in the presence of an alkali salt of the acid.[1][2]

The Perkin reaction

Several reviews have been written.[3][4][5]

Reaction mechanism[edit]

The Perkin reaction

The above mechanism is not universally accepted, as several versions exist, including decarboxylation without acetic group transfer.

References[edit]

  1. Perkin, W. H.; J. Chem. Soc. 1868, 21, 53, 181.
  2. Perkin, W. H.; J. Chem. Soc. 1877, 31, 388.
  3. Johnson, J. R.; Org. React. 1942, 1, 210. (Review)
  4. House, H. O. Modern Synthetic Reactions (W. A. Benjamin, Menlo Park, California, 2nd ed, 1972) pp 660-663.
  5. Rosen, T.; Comp. Org. Syn. 1991, 2, 395-408. (Review)