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NEST2013ChemistryHaloalkanes and Haloarenes

The addition of hydrogen bromide to an unsymmetrical alkene in the presence of a peroxide does not follow Markovnikov rule. The mechanism is a radical mechanism and is illustrated below Combination of any two radicals is a chain termination step and gives rise to a neutral molecule. Addition of HCl and HF under all conditions follows Markovnikov rule. (Given the bond energies: HF =565 ~kJ ~mol ⁻¹, HCl =431 ~kJ ~mol ⁻

Options

  1. AIn step (iii), the attack of bromine atom on propene takes place at the first carbon atom as it is less hinder
  2. BStep (ii) is endothermic if HF is used instead of HBr and exothermic if HI is used.
  3. CBromotrichloromethane adds to 1-hexene on heating in the presence of a peroxide to form CH ₃ ( CH ₂ )₃ CH ( Br
  4. DEndothermicity of step (i) makes the overall process very slow.

Correct answer

C. Bromotrichloromethane adds to 1-hexene on heating in the presence of a peroxide to form CH ₃ ( CH ₂ )₃ CH ( Br

Step-by-step solution

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