Q37 / 125 · BITSAT 2019 · Chemistry

Identify compound C in the following reaction

C7H8→3Cl2/ΔA→Br2/FeB→Zn/HClC

  • A
    o-bromotoluene
  • Correct answer
    B
    m-bromotoluene
  • C
    p-bromotoluene
  • D
    3-bromo, 2, 4, 6 trichlorotoluene

Solution

Side chain hydrogen atoms are substituted by halogens in presence of light or heat by free radical mechanism. Ring hydrogens are substituted in presence of Lewis acid by electrofile. Alkyl halide (R-X) are reduced by Zn/HCl into alkane.

The degree of unsaturation for compound C7H8 is three 3, as it reacts with Cl2/Δ. Hence C7H8 is toluene, i.e C6H5.CH3. The whole reaction occurs as follows:

Figure

Hence, the correct answer is option: 'B'.

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