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Question #44501

Difficulty: 8/10 | 🟢 Free

The Question

A concentrated aqueous solution of potassium (E)(E)-pent-3-enoate is subjected to Kolbe's electrolysis using platinum electrodes. Assuming the reaction proceeds exclusively via radical dimerization (with complete stereochemical scrambling of the intermediate radical), a mixture of hydrocarbon products is formed. Let XX be the total number of structural isomers of the diene products, and YY be the total number of stereoisomers (accounting for all stereocenters and double bond geometries) among these products. Find the value of X+YX + Y.

Options

  • A.

    13

  • B.

    10

  • C.

    15

  • D.

    4

Check Your Answer

Correct Answer

Step-by-Step Solution

Explanation

How the Examiner Thinks

Mechanism_Trap

Don't get tricked by the process! Learn the mechanical traps used in competitive exam questions.

Concepts Behind This Question

Kolbe’s Electrolysis Mechanism|Resonance Energy and Stability|Stereochemical Outcome of Halogenation

Why This Question Is Tricky

Common Mistakes

The question tests the student's ability to recognize that Kolbe electrolysis of an allylic carboxylate generates a resonance-stabilized allylic radical, deviating from simple symmetrical dimerization.

The primary trap is overlooking resonance, leading students to predict only the symmetrical 1-1 dimerization product (yielding X=1, Y=3, X+Y=4).

A secondary trap involves miscalculating stereoisomers by forgetting to account for meso compounds or pseudo-asymmetry in symmetric molecules (yielding X=3, Y=12, X+Y=15).

The problem demands rigorous application of resonance theory and stereoisomer counting formulas for both symmetric and asymmetric molecules.

Quick Facts About This Question

Question Information

SubjectChemistry
ChapterHydrocarbons - Class 11 Part 2
ConceptKolbe’s Electrolysis Mechanism
Difficulty8
Cognitive Load7
Target Solve Time160 sec
AccessFree