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MHT CET Chemistry Haloalkanes and Haloarenes 2026 MHT CET 2026 (17 April Shift 2)

MHT CET Chemistry Question (2026) — Solution

Question

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

Options

  1. A. 2, 2, 3, 3 - tetramethyloctane
  2. B. 3, 3, 4, 4 - tetramethyloctane
  3. C. 2, 2, 3, 3 - tetramethylhexane
  4. D. 3, 3, 4, 4 - tetramethylhexane

Answer

D. 3, 3, 4, 4 - tetramethylhexane

Step-by-step solution

The given reactant is 2-chloro-2-methylbutane, which has the structure CH_3-C(Cl)(CH_3)-CH_2-CH_3. When reacted with sodium metal in the presence of dry ether, it undergoes the Wurtz reaction. The reaction proceeds via the formation of an alkyl free radical. The cleavage of the C-Cl bond yields the radical CH_3-C^ (CH_3)-CH_2-CH_3. Two such radicals dimerize to form the final alkane product: 2 CH_3-C(Cl)(CH_3)-CH_2-CH_3 + 2 Na CH_3-CH_2-C(CH_3)_2-C(CH_3)_2-CH_2-CH_3 + 2 NaCl The longest continuous carbon chain in the product contains 6 carbon atoms, making the parent chain a hexane. Numbering the chain from either end gives substituents at the 3rd and 4th positions. There are four methyl groups attached to the main chain, two at C-3 and two at C-4. Thus, the IUPAC name of the product is 3,3,4,4-tetramethylhexane.

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