Among the given compounds, the most susceptible to nucleophilic attack at the carbonyl group is

Among the given compounds, the most susceptible to nucleophilic attack at the carbonyl group is
  1. $\mathrm{MeCOCl}$
  2. $\mathrm{MeCHO}$
  3. $\mathrm{MeCOOMe}$
  4. $\mathrm{MeCOOCOMe}$

Solution

More the magnitude of positive charge on the carbonyl carbon, higher will be its reactivity toward nucleophilic attack.


Chlorine being more electron-withdrawing than $\mathrm{O}$ develops more positive charge on carbonyl carbon. The order of reactivity of the various carboxyl derivatives toward nucleophile is
$\mathrm{RCOCl}>\mathrm{RCHO}>(\mathrm{RCO})_{2} \mathrm{O}>\mathrm{RCOOR}$
Most reactive $\quad$$\quad$$\quad$$\quad$$\quad$$\quad$ Least Reactive *

Asked in: JEE-TOPICTESTS-CHEMISTRY

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