Explain the following
$(i) N C C H_{2} C N$ is a stronger acid than $C H_{3} C O C_{2} H_{5}$ .
$(i i) C H_{3} C O C_{2} H_{5}$ is more acidic than $C H_{3} C H = C H_{2}$ .
$(i i i) C H_{3} C H = C H O H$ is more acidic than $C H_{2} = C H C H_{2} O H$ .

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Solution

(I) $N C {C H}_{2} C N$ is stronger acid than ${C H}_{3} C O {C H}_{2} H_{5}$ because $N C {C H}_{2} C N$ has two two $- C N$ group which has strong $(- I)$ effect. Hence it is more stronger acid.
(II) is more acidic than ${C H}_{3} C H = {C H}_{2}$ due to $(- I)$ effect of $(- C O)$ carbonyl group.
(III) ${C H}_{3} C H = C H O H$ is more acidic than ${C H}_{2} = C H - {C H}_{2} O H$ due to the position of double bond $(- I)$ effect which is closer to $(- O H)$ group in ${C H}_{3} C H = C H O H$ .

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