Question 3
Monocyclic compounds and are the major products formed in the reaction sequences given below in the figure.

Detailed Solution
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In reaction 1, 3-phenylpropanoic acid undergoes the Hell-Volhard-Zelinsky (HVZ) reaction to produce 2-bromo-3-phenylpropanoic acid (). The unsaturated carbons include the 6 carbons of the benzene ring and the 1 carbon of the carboxylic acid carbonyl, totaling 7.
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In reaction 2, Benzaldehyde and Formaldehyde undergo a Cross-Cannizzaro reaction in the presence of . Formaldehyde is oxidized to sodium formate, and benzaldehyde is reduced to benzyl alcohol (). The number of unsaturated carbons in the monocyclic product (benzyl alcohol) is 6 (from the benzene ring).
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In reaction 3, ethynylbenzene (phenylacetylene) reacts with to form an acetylide ion, which then reacts with allyl bromide to yield 1-phenylpent-4-en-1-yne. Subsequent hydration with (Markovnikov addition) yields 1-phenylpent-4-en-1-one (). The number of unsaturated carbons is 6 (benzene ring) + 1 (ketone carbonyl) + 2 (terminal alkene) = 9.
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In reaction 4, Indene undergoes reductive ozonolysis to form 2-(2-oxoethyl)benzaldehyde. This dialdehyde/keto-aldehyde reacts with 2 equivalents of to form a diol. Subsequent acid-catalyzed dehydration () produces a product () with two external double bonds conjugated with the benzene ring (e.g., 1-(prop-1-en-1-yl)-2-vinylbenzene). The number of unsaturated carbons is 6 (benzene ring) + 2 (from first alkene side chain) + 2 (from second alkene side chain) = 10.
Comparing all products, contains the highest number of unsaturated carbon atoms (10).
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