Question
Question: In Rosenmund reactions, presence of \[BaS{O_4}\]acts as _______ for \[Pd\]. (A): promoter (B): m...
In Rosenmund reactions, presence of BaSO4acts as _______ for Pd.
(A): promoter
(B): moderator
(C): inhibitor
(D): poison
Solution
A Rosenmund reaction can be referred to as a hydrogenation process which involves a reaction between molecular hydrogen and acyl chloride in the presence of palladium (catalyst) on barium sulphate (BaSO4). The mechanism of this reaction mainly explains how acyl chlorides get selectively reduced to aldehydes. This reaction is named after Karl Wilhelm Rosenmund who reported this reaction for the first time in 1918.
Complete step by step answer:
A Rosenmund reaction or Rosenmund Reduction, an organic chemical reaction, converts an acid chloride into an aldehyde by passing the hydrogen gas over Pd (palladium) on BaSO4. Actually, BaSO4 decreases the activity of Pd (or partially deactivate Pd) owing to its very low surface area. Thereby, it also declines the reducing power of Pdto prevent the over-reduction of acid. Hence, BaSO4 acts as a poison for Pd. If reducing power of Pd ]isnotreduced,itcanfurtherreducealdehydetoalcoholswhichcanultimatelyproduceestersbyreactingwithremainingacylchloride.TheRosenmundreactioncanbewrittenasstatedbelow:AnexampleofRosenmundreactionis:reactionofbenzoylchloride(whichisanacidchloride)withmolecularhydrogenaswellas\[Pd/BaSO4(which is a poisoned catalyst) producing benzaldehyde.
Thus, the correct answer is Option D.
Note: For certain highly reactive acyl chlorides, the Rosenmund catalyst (Pd-BaSO4) has to be mixed with more poisons such as thioquinanthrene or thiourea to prevent further reduction or hydrogenation. Apart from this, Formaldehyde cannot be synthesized through this method as formyl chloride being unstable at room temperature. Application of Rosenmund reaction is formation of saturated fatty aldehyde.