Treatment of compound O with $\mathrm{KMnO}_{4} / \mathrm{H}^{+}$ gave P, which on heating with ammonia gave Q. The compound Q on treatment with $\mathrm{Br}_{2} / \mathrm{NaOH}$ produced R. On strong heating, Q gave S, which on further treatment with ethyl 2-bromopropanoate in the presence of KOH followed by acidification, gave a compound T. The compound T is

JEE Advanced · 2016 · 22 May 2016 · Paper 2 · Biomolecules

Treatment of compound O with

KMnO_{4} / H^{+}

gave P, which on heating with ammonia gave Q. The compound Q on treatment with

Br_{2} / NaOH

produced R. On strong heating, Q gave S, which on further treatment with ethyl 2-bromopropanoate in the presence of KOH followed by acidification, gave a compound T.

The compound T is

(A)glycine
(B)alanine✓ Correct
(C)valine
(D)serine

Answer: (B)

Solution

Strong heating of phthalimide (Q) gives phthalic anhydride (S). Treatment with ethyl 2-bromopropanoate in the presence of KOH (Gabriel synthesis) followed by acidification produces alanine (2-aminopropanoic acid), which is compound T.

JEE Advanced · 2016 · 22 May 2016 · Paper 2 · Single correct option

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