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COMEDK · Chemistry · 25. Haloalkanes and Haloarenes

Identify the product \([\mathrm{C}]\) formed at the end of the reaction below
1,1,2,2- Tetrabromopropane + 2 \(\mathrm{Zn}_{(\mathrm{S})}\) / Ethanol \(\rightarrow\) [B]
\([\mathrm{B}]\) + 2 moles of \(\mathrm{HBr} \rightarrow[\mathrm{C}]\)

  1. A 2, 2-Dibromopropane
  2. B 1, 1- Dibromopropane
  3. C 1,3-Dibromopropane
  4. D 1, 2-Dibromopropane
Verified Solution

Answer & Solution

Correct Answer

(A) 2, 2-Dibromopropane

Step-by-step Solution

Detailed explanation

1,1,2,2-Tetrabromopropane \(+ 2Zn\) / Ethanol \(\to\) [B] \(CH_3 - CBr_2 - CHBr_2 + 2Zn \to CH_3 - C \equiv CH + 2ZnBr_2\) [B] is propyne. [B] \(+ 2HBr \to\) [C] (Markovnikov addition) \(CH_3 - C \equiv CH + 2HBr \to CH_3 - CBr_2 - CH_3\) [C] is 2, 2-Dibromopropane.