Question:

Consider the following sequence of reactions. In 'Z' the number of sp\(^3\) carbons is 'a' and sp\(^2\) carbons is 'b'. Value of (a + b) is

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Key reaction patterns: 1. Wurtz doubles the carbon chain. 2. Aromatization converts \( \text{C}_6 \) chains to Benzene, \( \text{C}_7 \) to Toluene. 3. Friedel-Crafts adds acyl/alkyl groups to the ring.
Updated On: Mar 30, 2026
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The Correct Option is A

Solution and Explanation

Step 1: Understanding the Concept:

The sequence involves three major organic reactions: the Wurtz reaction (coupling), Aromatization (alkane to arene), and Friedel-Crafts Acylation. We need to determine the structure of the final product Z and count the types of carbon atoms.
Step 2: Detailed Explanation:

1. Step 1 (Wurtz Reaction):
The reactant shown is n-propyl bromide (\( \text{C}_3\text{H}_7\text{Br} \)). \( 2\text{CH}_3\text{CH}_2\text{CH}_2\text{Br} + 2\text{Na} \xrightarrow{\text{dry ether}} \text{n-Hexane (X)} \) Product X is n-Hexane (\( \text{C}_6\text{H}_{14} \)). 2.
Step 2 (Aromatization):
When n-alkanes with 6 or more carbons are heated with oxide catalysts like \( \text{Cr}_2\text{O}_3 \) at high temperature, they cyclize and dehydrogenate to form aromatic rings. \( \text{n-Hexane} \xrightarrow{\text{Cr}_2\text{O}_3, 773\text{K}} \text{Benzene (Y)} \) Product Y is Benzene (\( \text{C}_6\text{H}_6 \)). 3.
Step 3 (Friedel-Crafts Acylation):
Benzene reacts with acetyl chloride in the presence of anhydrous \( \text{AlCl}_3 \). \( \text{C}_6\text{H}_6 + \text{CH}_3\text{COCl} \xrightarrow{\text{anhy. AlCl}_3} \text{Acetophenone (Z)} \) Structure of Acetophenone: A benzene ring attached to a \( -\text{COCH}_3 \) group. Formula: \( \text{C}_6\text{H}_5\text{COCH}_3 \). Counting Carbons in Z (Acetophenone):
  • Benzene Ring:
    Contains 6 carbons. All are \( sp^2 \) hybridized.
  • Carbonyl Carbon (\( \text{C=O} \)):
    Double bonded to oxygen. It is \( sp^2 \) hybridized.
  • Methyl Carbon (\( \text{-CH}_3 \)):
    Single bonded to carbonyl carbon. It is \( sp^3 \) hybridized.
Total \( sp^2 \) carbons (\( b \)) = \( 6 (\text{ring}) + 1 (\text{carbonyl}) = 7 \). Total \( sp^3 \) carbons (\( a \)) = \( 1 (\text{methyl}) \). Value of \( a + b = 1 + 7 = 8 \).
Step 3: Final Answer:

The value is 8.
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