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  2. Learn how benzaldehyde reacts with cyanide or thiamine to form benzoin, a ketone with hydroxy and phenyl groups. Explore the uses and applications of benzoin condensation in organic synthesis, polymerization, and biochemistry.

  3. Reaction mechanism. The reaction is catalyzed by nucleophiles such as a cyanide or an N-heterocyclic carbene (usually thiazolium salts ). The reaction mechanism was proposed in 1903 by A. J. Lapworth. [7] . In the first step in this reaction, the cyanide anion (as sodium cyanide) reacts with the aldehyde in a nucleophilic addition.

  4. Learn how two aldehydes couple to form α-hydroxyketones in the Benzoin Condensation reaction. See the mechanism, the role of catalysts, and the recent literature examples of this coupling reaction.

  5. Learn about the benzoin condensation reaction, a coupling reaction between two aldehydes in the presence of a catalyst. Find out the steps, the rearrangement and the uses of benzoin and benzoin condensation in organic synthesis.

  6. The Mechanism of the Benzoin Condensation. Step 1: Formation of a Cyanohydrin. Alright, let’s look at the mechanism now. The reaction starts by the attack of the nucleophilic catalyst on the C of the electrophilic carbonyl. If you need a refresher on what is an electrophile and what is a nucleophile, I have a post on that.

  7. Sep 18, 2023 · The condensation of two molecules of benzaldehyde to generate benzoin in the presence of a cyanide catalyst (e.g., NaCN and KCN) or thiamine (vitamin B) is known as the benzoin condensation. Benzoin has the structure of a ketone.

  8. Scheme 1. Mechanism of benzoin condensation proposed by Breslow. 2. The reaction proceeds via the generation of free carbene under the basic conditions. The free carbene then adds to the aldehyde generating the tetrahedral intermediate I, which after a proton transfer generates the nucleophilic Breslow intermediate II.