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AP EAMCET · Chemistry · Alcohols Phenols and Ethers

1 - Chloro - 4 - nitrobenzene, 1 - Chloro - 2 , 4 - dinitrobenzene and 1 - Chloro - 2, 4, 6trinitrobenzene are transformed to corresponding phenols with the reagents \(\mathrm{X}, \mathrm{Y}, \mathrm{Z}\) respectively. What are \(\mathrm{X}, \mathrm{Y}, \mathrm{Z}\) ?

  1. A \(\mathrm{X}=\mathrm{H}_2 \mathrm{O} ; \mathrm{Y}=\mathrm{NaOH}, 365 \mathrm{~K} ; \mathrm{Z}=\mathrm{NaOH}, 445 \mathrm{~K}\)
  2. B \(\mathrm{X}=\text { (i) } \mathrm{NaOH}, 443 \mathrm{~K}, \mathrm{Y}=\text { (i) } \mathrm{NaOH}, 368 \mathrm{~K} \text {, }\)
    (ii) \(\mathrm{H}^{+}\);
    (ii) \(\mathrm{H}^{+}\);
    \(\mathrm{Z}=\text { Warm } \mathrm{H}_2 \mathrm{O}\)
  3. C \(\mathrm{X}=\) (i) \(\mathrm{NaOH}, 625 \mathrm{~K}, \mathrm{Y}=\) (i) \(\mathrm{NaOH}, 440 \mathrm{~K}\)
    (ii) \(\mathrm{H}^{+}\)
    (ii) \(\mathrm{H}^{+}\)
    \(\mathrm{Z}=\mathrm{H}_2 \mathrm{O} / \mathrm{H}^{+}\)
  4. D \(\mathrm{X}=\mathrm{NaOH}, 625 \mathrm{~K} ; \mathrm{Y}=\mathrm{H}_2 \mathrm{O} ; \mathrm{Z}=\mathrm{NaOH}, 440 \mathrm{~K}\)
Verified Solution

Answer & Solution

Correct Answer

(B) \(\mathrm{X}=\text { (i) } \mathrm{NaOH}, 443 \mathrm{~K}, \mathrm{Y}=\text { (i) } \mathrm{NaOH}, 368 \mathrm{~K} \text {, }\)
(ii) \(\mathrm{H}^{+}\);
(ii) \(\mathrm{H}^{+}\);
\(\mathrm{Z}=\text { Warm } \mathrm{H}_2 \mathrm{O}\)

Step-by-step Solution

Detailed explanation

The reactivity of chlorobenzene increases with more\(\mathrm{NO}_2\) groups and thus, nucleophilic substitution requires milder conditions.
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