Question

Identify the product obtained when 2- Chloro - 2 - methylbutane is reacted with sodium metal in presence of dry ether?

• A. \(2,2,3,3-\) tetramethyloctane
• B. \(3,3,4,4-\) tetramethyloctane
• C. \(2,2,3,3-\) tetramethylhexane
• D. \(3,3,4,4-\) tetramethylhexane

Hint:

Wurtz coupling joins two alkyl groups at the carbons that carried the halogen.

Answer 1

The Correct Option is D

Step 1: Count carbons:
Each reactant has 5 carbons, so the product has 10 carbons, $\text{C}_{10}\text{H}_{22}$.

Step 2: Name it:
Join the two tertiary carbons. Each carries two methyls and one ethyl. The parent chain goes through both ethyls and the two joined carbons: 6 carbons (hexane). Four methyls remain as substituents at positions 3, 3, 4, 4. Total carbons: 6 + 4 = 10, matching. So the name is 3,3,4,4-tetramethylhexane (D).

Final Answer:
3,3,4,4-tetramethylhexane. \[ \boxed{\text{(D)}} \]