Match List I with List II. List I (Reaction) A) Cyclohexylidenecyclohexane -> 2 Cyclohexanone B) Benzene -> Benzophenone C) Cyclohexanol -> Cyclohexanone D) Ethylbenzene -> Potassium benzoate List II (Reagents/Condition) I) Benzoyl chloride / Anhyd. AlCl3 II) CrO3 III) KMnO4 / KOH, Delta IV) (i) O3 (ii) Zn-H2O

The correct answer is Option 2. Full mathematical solution steps and hints are accessible in the interactive StemCET workspace.

Chemistry Q59 – NEET-UG 2024

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Home Chemistry Basic Organic ChemistryQuestion #141

Match List I with List II.

\begin{array}{lcl} List I (Reaction) & List II (Reagents/Condition) \\ A) Cyclohexylidenecyclohexane \to 2 Cyclohexanone & I) {Benzoyl chloride / Anhyd. AlCl}_{3} \\ B) Benzene \to Benzophenone & II) {CrO}_{3} \\ C) Cyclohexanol \to Cyclohexanone & III) {KMnO}_{4} / KOH, Δ \\ D) Ethylbenzene \to Potassium benzoate & IV) {(i) O}_{3} {(ii) Zn-H}_{2} O \end{array}

Clue 1 of 3: Reaction Types

Identify the type of organic reaction occurring in each transformation in List I (e.g., oxidation, ozonolysis, acylation, side-chain oxidation).

🧠 Full Solution Path

Step 1: Analyze each reaction in List I and identify its type.✦ Active

A) $Cyclohexylidenecyclohexane$ (an alkene) is converted to two molecules of $cyclohexanone$ (ketones). This is an oxidative cleavage of an alkene, specifically ozonolysis followed by reductive workup. B) $Benzene$ is converted to $benzophenone$ (a diaryl ketone). This is a Friedel-Crafts acylation reaction. C) $Cyclohexanol$ (a secondary alcohol) is converted to $cyclohexanone$ (a ketone). This is an oxidation of a secondary alcohol. D) $Ethylbenzene$ (an alkyl-substituted aromatic) is converted to $potassium benzoate$ (a salt of benzoic acid). This is the oxidation of an alkyl side chain on an aromatic ring.

Step 2: Match each reaction type with the appropriate reagent/condition from List II.○ Expand

A) For ozonolysis with reductive workup, the reagent is (i) $O_{3}$ (ii) ${Zn-H}_{2} O$ . This matches with **IV**. B) For Friedel-Crafts acylation to form benzophenone from benzene, the reagent is benzoyl chloride in the presence of anhydrous ${AlCl}_{3}$ . This matches with **I**. C) For the oxidation of a secondary alcohol to a ketone, ${CrO}_{3}$ is a suitable oxidizing agent. This matches with **II**. D) For the oxidation of an alkyl side chain on an aromatic ring to a carboxylic acid salt, hot alkaline ${KMnO}_{4}$ ( ${KMnO}_{4}$ / $KOH$ , $Δ$ ) is used. This matches with **III**.

💡 Teacher's Secret Hint

Remember that strong oxidizing agents like hot alkaline KMnO $_{4}$ oxidize any alkyl side chain with at least one benzylic hydrogen to a carboxyl group.

Step 3: Compile the matches and select the correct option.○ Expand

The correct matches are: A-IV, B-I, C-II, D-III. Comparing this with the given options, option (2) is the correct choice.

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Chemistry Question 59 – NEET-UG 2024

Clue 1 of 3: Reaction Types

🧠 Full Solution Path