Question
Question: Reaction of \(Pd/BaS{O_4}\) with 2-butyne gives predominantly: A. Cis-2-butene B. But-1,3-diene ...
Reaction of Pd/BaSO4 with 2-butyne gives predominantly:
A. Cis-2-butene
B. But-1,3-diene
C. 1-Butyne
D. 1-Butene
Solution
Try to recall that Pd/BaSO4 is known as Lindlar catalyst and is a heterogeneous catalyst which is used for the partial hydrogenation of alkynes. Now by using this you can easily answer the given question.
Complete step by step solution:
It is known to you that Pd/BaSO4 is known as Lindlar catalyst and is named after its inventor Herbert Lindlar Wilson.
It is a heterogeneous catalyst which consists of palladium deposited on barium sulphate with traces of lead and quinoline.
Since, palladium is a good absorber of hydrogen and has very high catalytic properties. Therefore, it is poisoned with various forms of lead or sulphur or quinoline in order to reduce its activity of reducing double bonds.
So, Pd/BaSO4 is used for the partial hydrogenation of alkynes to alkenes and does not have the ability to reduce double bonds.
Also, the product formed by using Lindlar catalyst i.e. Pd/BaSO4 is cis alkene.
Hence, when 2-butyne reacts with Pd/BaSO4 it forms cis-2-butene. The reaction is:
In the above hydrogenation reaction, hydrogen atoms get added to the same side(cis) of alkyne and form cis alkenes through syn addition (addition of two substituents on the same side of alkyne or alkene).
Hence, from above we can clearly say that option A is the correct option to the given question.
Note: Students should remember that Hydrogenation of alkynes in presence of Pd/BaSO4 is stereoselective and happens through syn addition.
Also, it should be remembered that if Pd/BaSO4 is directly used without being poisoned then it will hydrogenate alkynes directly to alkanes. That’s why quinoline is used as a catalytic poison to stop the reaction at alkene.