Question

How would you prepare cis and trans alkene from alkyne? Give its mechanism.

25 Jan 2018
Answer :
Word Count : 505

Hydrogenation of an Alkyne to a Cis-Alkene

Because hydrogenation is an interruptible process involving a series of steps, hydrogenation can be stopped, using modified catalysts (e.g., Lindlar’s Catalyst) at the transitional alkene stage. Lindar’s catalyst has three components: Palladium-Calcium Carbonate, lead acetate and quinoline. The quinoline serves to prevent complete hydrogenation of the alkyne to an alkane. Lindlar’s Catalyst transforms an alkyne to a cis-alkene.

R-C≡C-R   +   H2   &   Lindlar catalyst   ——>  cis R-CH=CH-R

Lindlar's Catalyst:

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Like alkenes, alkynes readily undergo catalytic hydrogenation, either to cis

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