Q5 / 180 · COMEDK 2013 · Chemistry

Which of the following statements is incorrect regarding benzyl chloride?

  • A
    It gives white precipitate with alcoholic $\mathrm{AgNO}_{3}$.
  • B
    It is an aromatic compound with substitution in the side chain.
  • C
    It undergoes nucleophilic substitution reaction.
  • Correct answer
    D
    It is less reactive than vinyl chloride.

Solution

Benzyl chloride is more reactive than vinyl chloride as benzyl carbocation is stabilised by resonance. While, in vinyl chloride due to partial double bond character became of resonance, the $\mathrm{C}-\mathrm{Cl}$ bond strength increases. Hence, reactivity of vinyl chloride decreases.

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

Relevant Questions