Question

# Which of the following statements is/are correct?

A
The nitration of phenol is faster than phenyl acetate
B
The reaction of PhO is faster than pNCC6H4O with PhCH2Cl.
C
Base-catalysed hydrolysis of p-nitrophenyl acetate is faster than phenyl acetate
D
Acid-catalysed esterification of PhOH is faster than p-nitrophenol with MeCOOH

Solution

## The correct options are A Acid-catalysed esterification of PhOH is faster than p-nitrophenol with MeCOOH B The nitration of phenol is faster than phenyl acetate C The reaction of $$\displaystyle PhO^{\circleddash }$$ is faster than $$\displaystyle p-NC-C_{6}H_{4}O^{\circleddash }$$ with $$\displaystyle PhCH_{2}Cl.$$ D Base-catalysed hydrolysis of p-nitrophenyl acetate is faster than phenyl acetateA. Due to cross-conjugation in phenol, e-donating power of oxygen to the ring decreases and hence, it is less reactive than phenyl acetate.B. Since, $$\displaystyle PhO^{\circleddash }$$ is a stronger nucleophile than $$\displaystyle p-NC-C_{6}H_{4}O^{\circleddash }$$. Hence, it reacts faster with $$\displaystyle PhCH_{2}Cl.$$C. The e-withdrawing effect of $$\displaystyle \left ( p-NO_{2} \right )$$ group from O makes $$\displaystyle p-NO_{2}-C_{6}H_{4}-O^{\circleddash }$$ a weaker base and better leaving group.D. Esterfication of PhOH is faster than p-nitrophenol. Phenol, a less acidic compound (or more basic) is more reactive in acidic conditions. With its$$\displaystyle \bar{e}$$-withdrawing $$\displaystyle \left ( p-NO_{2} \right )$$ group, p-nitrophenol is less basic and less reactive.Chemistry

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