Q54 E - Organic Chemistry (Mcmurry)

Question

The Following reactivity order has been found for the saponification of alkyl acetates by aqueous NaOH Explain.

  $C{H}_{3}C{O}_{2}C{H}_3>C{H}_{3}C{O}_{2}C{H}_{2}C{H}_3>C{H}_{3}C{O}_{2}CH{\left(C{H}_3\right)}_2>C{H}_{3}C{O}_{2}CH{\left(C{H}_3\right)}_3$      

Step-by-Step Solution

Answer

The Order of saponification is

The order of saponification Reaction of Ethyl acetate with sodium hydroxide (Saponification)

The Reaction for the saponification of an ester using aqueous NaOH is

To Structure the given issues of ester

The Structures of the given issues of ester, that all other things removing constant. Therefore, there is only an increase in the steric bulk of the leaving group

Increases the electron density on the carbonyl carbon

That is from greater numbers of ${\mathrm{CH}}_3$ groups attached, the mesomeric electron release of data-custom-editor="chemistry" ${\mathrm{CH}}_3$  increases electron density on the carbonyl carbon