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Topic: Electrophilic substitution: halogenation, nitration, Friedel-Crafts· Hydrocarbons

Identify the major products P, Q and R in the following sequence of reactions :benzene + CH_3CH_2CH_2Cl Anhydrous AlCl_3 P ; P [(ii) H_3O^+/Δ](i) O_2 Q + R

Identify the major products P, Q and R in the following sequence of reactions :

benzene + CH\(_3\)CH\(_2\)CH\(_2\)Cl \(\xrightarrow{\text{Anhydrous AlCl}_3}\) P ; P \(\xrightarrow[\text{(ii) H}_3\text{O}^+/\Delta]{\text{(i) O}_2}\) Q + R

reaction scheme and structure options P, Q, R

1. P = propylbenzene (C\(_6\)H\(_5\)CH\(_2\)CH\(_2\)CH\(_3\)), Q = benzaldehyde (C\(_6\)H\(_5\)CHO), R = CH\(_3\)CH\(_2$$-\)OH

2. P = cumene (C\(_6\)H\(_5\)CH(CH\(_3\))\(_2\)), Q = phenol (C\(_6\)H\(_5\)OH), R = CH\(_3\)CH(OH)CH\(_3\)

3. P = propylbenzene (C\(_6\)H\(_5\)CH\(_2\)CH\(_2\)CH\(_3\)), Q = benzaldehyde (C\(_6\)H\(_5\)CHO), R = benzoic acid (C\(_6\)H\(_5\)COOH)

4. P = cumene (C\(_6\)H\(_5\)CH(CH\(_3\))\(_2\)), Q = phenol (C\(_6\)H\(_5\)OH), R = CH\(_3$$-\)CO\(-\)CH\(_3\)

1 answer

Best answer

Answer: 4. P = cumene (C\(_6\)H\(_5\)CH(CH\(_3\))\(_2\)), Q = phenol (C\(_6\)H\(_5\)OH), R = CH\(_3$$-\)CO\(-\)CH\(_3\)

Friedel-Crafts alkylation with n-propyl chloride gives a rearranged product: the primary carbocation shifts to the more stable secondary one, so P is cumene (isopropylbenzene).

Cumene is oxidised by air to cumene hydroperoxide; acid hydrolysis then gives phenol (Q) and acetone (R).

Doubtly AI · 30 Oct 2026 AI-generated · not yet verified Report
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