Question:medium

The major products from the following reaction sequence are product A and product B.
The total sum of \(\pi\) electrons in product A and product B are ______ (nearest integer)

Updated On: Jan 14, 2026
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Correct Answer: 8

Solution and Explanation

The reaction mechanism is as follows:
Solution 88
Cyclohexane undergoes bromination to yield C$_6$H$_{10}$Br$_2$.
1. Product A: Treating C$_6$H$_{10}$Br$_2$ with three equivalents of alcoholic KOH results in bromination and subsequent elimination, forming a conjugated diene, specifically benzene:
\[\text{C}_6\text{H}_{10}\text{Br}_2 \xrightarrow{\text{alc. KOH (3 eq.)}} \text{C}_6\text{H}_6 \, (\text{benzene}).\]
- Benzene possesses 6 $\pi$ electrons.
2. Product B: Reacting C$_6$H$_{10}$Br$_2$ with sodium hydroxide leads to the formation of an enolate ion:
\[\text{C}_6\text{H}_{10}\text{Br}_2 \xrightarrow{\text{Na}^+/\text{O}^-} \text{O-CH}_2\text{CH=CH}_2.\]
- This enolate product contains 2 $\pi$ electrons.
The total number of $\pi$ electrons in the system is the sum of those in benzene and the enolate ion: $6 + 2 = 8$.

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