Chemistry - Carbonyl compounds Question with Solution | TestHub
An organic compound P has molecular formula C₉H₁₃NO and it can be resolved into enantiomers. P does not decolorize bromine water solution. P on refluxing with dilute H₂SO₄ yields another resolvable compound Q (C₉H₁₄O₃), which gives effervescence with NaHCO₃. Q on treatment with NaBH₄ yields R (C₉H₁₆O₃), which on heating with concentrated H₂SO₄ yields ester S (C₉H₁₄O₂).
The correct structure of compound S is:
Options:
Answer:
Solution:
From the same paragraph, Q (acid) is reduced by NaBH₄ to give R (alcohol) containing a –OH group.
On heating R with conc. H₂SO₄, intramolecular esterification occurs.
This leads to formation of a cyclic ester (lactone), preferably a stable 5/6-membered ring.
Among the options, only B correctly represents the lactone structure with proper ring closure.