Q14 · CSIR-NET Chemistry, June 2013
Paper: CSIR-NET June 2013 · Subject: Organic Chemistry · Chapter: Natural Products · Topic: Amino Acids Peptides · Marks: 2 · Difficulty: Hard
Reaction of the dipeptide, given below, with hydrogen in the presence of 10% palladium over carbon, produces a mixture of 
(a)Gly-Leu + toluene + carbon dioxide
(b)Phe-Leu + toluene + carbon dioxide
(c)Phe-Leu + benzyl alcohol + carbon dioxide
(d)Gly-Leu + benzyl alcohol + carbon dioxide
Answer
Answer: B ✓ checked by 4AB · confidence high
Explanation
H₂/Pd-C cleaves the benzyloxycarbonyl (Cbz) group by hydrogenolysis: the free dipeptide Phe-Leu plus toluene and CO₂ are formed.
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