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NEET CHEMISTRYMedium

Identify product A and predict the type of reaction in the following transformation: p-O2N-C6H4-Cl(ii) H+(i) NaOH,443KAp\text{-}O_2N\text{-}C_6H_4\text{-}Cl \xrightarrow[\text{(ii) } H^+]{\text{(i) } NaOH, 443 K} A

A

A = p-Nitroaniline, Nucleophilic substitution

B

A = p-Nitrophenol, Electrophilic substitution

C

A = p-Chlorophenol, Elimination

D

A = p-Nitrophenol, Nucleophilic substitution

Step-by-Step Solution

The reaction shows the conversion of p-chloronitrobenzene to p-nitrophenol.

  1. Type of Reaction: This is a Nucleophilic Substitution reaction where the chloride ion (ClCl^-) is replaced by a nucleophile, the hydroxide ion (OHOH^-).
  2. Reactivity: Aryl halides are generally less reactive towards nucleophilic substitution. However, the presence of an electron-withdrawing group (EWG) like NO2-NO_2 at the ortho or para position withdraws electron density from the benzene ring, stabilizing the intermediate carbanion and facilitating the attack of the nucleophile (OHOH^-).
  3. Conditions: While chlorobenzene requires drastic conditions (623 K, 300 atm) to react with NaOH, the presence of the nitro group at the para position lowers the required temperature to 443 K.
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