Question

Which of the following statements is/are correct?

• A. The nitration of phenol is faster than phenyl acetate
• B. The reaction of $PhO ^{\ominus}$ is faster than
• C. Base-catalysed hydrolysis of $p$-nitrphenyl acetate is faster than phenyl acetate
• D. Acid-catalysed esterification of $PhOH$ is faster than $p$-nitrophenol with $MeCOOH$

Answer 1

Answer: (A), (B), (C), (D)

1. Correct. SE reaction if favoured by EDG; less favoured by EWG

Due to cross-conjugation in (II), $\bar{e}$-donating power of oxygen to the ring decreases and hence it is less reactive than (I)

Since, $PhO ^{\ominus}$ is a stronger nucleophile than $p-$ $NC - C _6 H _4 O ^{\ominus}$. Hence, it reacts faster with $PhCH _2 Cl$

As we know,(I) is faster than (II). The $\bar{e}-$ withdrawing effect of $\left(p- NO _2\right)$ group $(-R$ and $-$ I), from $O$ makes $p- NO _2- C _6 H _4- O ^{\ominus}$ a weaker
base and better leaving group
d. Esterification of $PhOH$ is faster than $p$ nitrophenol phenol, a less acidic compound (or more basic) is more reactive in acidic conditions. With its $\bar{e}-$ withdrawing $\left(p\right.$ - $\left.NO _2\right)$ group, $p$ nitrophenol is less basic and less reactive