Phenol is converted to its sodium salt with NaOH and treated with CH3I to give P. P is nitrated with conc. HNO3/conc. H2SO4 at low temperature, and the para isomer Q is isolated. Q is heated with one equivalent of HI. The organic products are

1-iodo-4-nitrobenzene and methanol

4-nitroanisole is recovered unchanged

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JEE Advanced levelSingle correct optionDifficulty 3 of 3ap124

Phenol is converted to its sodium salt with $NaOH$ and treated with $CH X_{3} I$ to give P. P is nitrated with conc. $HNO X_{3}$ /conc. $H X_{2} SO X_{4}$ at low temperature, and the para isomer Q is isolated. Q is heated with one equivalent of $HI$ . The organic products are

A4-iodophenol and nitromethane
B4-nitrophenol and iodomethane
C1-iodo-4-nitrobenzene and methanol
D4-nitroanisole is recovered unchanged

Answer: B

P is anisole (

C X_{6} H X_{5} - O - CH X_{3}

); nitration at the para position gives 4-nitroanisole. In the cleavage of an aryl alkyl ether, iodide attacks the methyl carbon by SN2, since attack at the sp2 ring carbon is not possible. The products are therefore 4-nitrophenol and

CH X_{3} I

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Phenol is converted to its sodium salt with NaOH and treated with CHX3​I to give P. P is nitrated with conc. HNOX3​/conc. HX2​SOX4​ at low temperature, and the para isomer Q is isolated. Q is heated with one equivalent of HI. The organic products are

Answer: B

More questions on Phenols: acidity, Kolbe, Reimer-Tiemann, electrophilic substitution

Phenol is converted to its sodium salt with $NaOH$ and treated with $CH X_{3} I$ to give P. P is nitrated with conc. $HNO X_{3}$ /conc. $H X_{2} SO X_{4}$ at low temperature, and the para isomer Q is isolated. Q is heated with one equivalent of $HI$ . The organic products are