In which of the following conversions, phosphorus pentachloride is used as the reagent?

In which of the following conversions, phosphorus pentachloride is used as the reagent?
  1. $\mathrm{H}_{2} \mathrm{C}=\mathrm{CH}_{2} \longrightarrow \mathrm{CH}_{3} \mathrm{CH}_{2} \mathrm{Cl}$
  2. $\mathrm{CH}_{3} \mathrm{CH}_{2} \mathrm{OH} \longrightarrow \mathrm{CH}_{3} \mathrm{CH}_{2} \mathrm{Cl}$
  3. $\mathrm{H}_{3} \mathrm{C}-\mathrm{O}-\mathrm{CH}_{3} \longrightarrow \mathrm{CH}_{3} \mathrm{Cl}$
  4. $\mathrm{CH} \equiv \mathrm{CH} \longrightarrow \mathrm{CH}_{2}=\mathrm{CHCl}$

Solution

When ethyl alcohol is treated with $\mathrm{PCl}_{5}$, then ethyl chloride is formed. $ \begin{aligned} \mathrm{CH}_{3} \mathrm{CH}_{2}-\mathrm{OH} &+\mathrm{PCl}_{5} \longrightarrow_{\Delta} \\ & \mathrm{CH}_{3} \mathrm{CH}_{2}-\mathrm{Cl}+\mathrm{HCl}+\mathrm{POCl}_{3} \end{aligned} $

Asked in: BITSAT 2010

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