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NEET CHEMISTRYAlcohols, Phenols and EthersMedium

Question

Which one of the following reaction sequences is the incorrect method to prepare phenol?

A

Aniline, NaNO2 + HCl, H2O, heating

B

Cumene, O2, H3O+

C

[Option Text Missing]

D

[Option Text Missing]

Step-by-Step Solution

To determine the incorrect method, we analyze the validity of the known options:

  1. From Aniline (Option 1 - Correct Method): Aniline (C6H5NH2C_6H_5NH_2) reacts with nitrous acid (NaNO2+HClNaNO_2 + HCl) at low temperatures (0-5°C) to form benzene diazonium chloride. Upon warming with water, this hydrolyses to form phenol and nitrogen gas.
  2. From Cumene (Option 2 - Correct Method): Cumene (isopropylbenzene) is oxidised in the presence of air (O2O_2) to cumene hydroperoxide. Subsequent hydrolysis with dilute acid (H3O+H_3O^+) converts it into phenol and acetone. This is an important industrial method.
  3. From Haloarenes (Likely context for incorrect option): Chlorobenzene is extremely unreactive towards nucleophilic substitution due to the partial double bond character of the C-Cl bond. It requires drastic conditions (NaOH at 623 K and 300 atm) to form sodium phenoxide, which gives phenol on acidification. If Option 4 suggested preparing phenol from chlorobenzene under mild conditions (e.g., room temperature) or from benzene directly with NaOH, it would be the incorrect method.

Exam Context & Concepts Covered

This question aligns with the NEET CHEMISTRY syllabus, specifically targeting concepts from Alcohols, Phenols and Ethers. Mastering this topic is crucial for scoring well in the upcoming medical entrance examinations. Solving conceptually related problems will help you understand the nuances of these concepts and improve your problem-solving speed.

CHEMISTRYAlcohols, Phenols and Ethersfollowingreactionsequencesincorrectmethod

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