Alcohol, phenol & ether MCQs for NEET — Chemistry Questions with Answers

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Which of the following is true regarding the halogenation of phenol with bromine in solvents of low polarity (e.g., $CHCl_3$ or $CS_2$) at low temperature?

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Explanation

The NCERT states: 'When the reaction is carried out in solvents of low polarity such as $CHCl_3$ or $CS_2$ and at low temperature, monobromophenols are formed.'

Why does the bromination of phenol occur even without a Lewis acid catalyst in solvents like $CHCl_3$ or $CS_2$?

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Explanation

The NCERT explains, 'In case of phenol, the polarisation of bromine molecule takes place even in the absence of Lewis acid. It is due to the highly activating effect of –OH group attached to the benzene ring.'

What happens when phenol is treated with bromine water?

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Explanation

The NCERT mentions: 'When phenol is treated with bromine water, 2,4,6-tribromophenol is formed as white precipitate.'

Reimer-Tiemann reaction involves the introduction of which functional group at the ortho position of the benzene ring of phenol?

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Explanation

The NCERT clearly states: 'On treating phenol with chloroform in the presence of sodium hydroxide, a –CHO group is introduced at ortho position of benzene ring. This reaction is known as Reimer - Tiemann reaction.'

What is the intermediate substituted benzal chloride hydrolyzed to in the Reimer-Tiemann reaction?

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Explanation

The NCERT text description of Reimer-Tiemann reaction says: 'The intermediate substituted benzal chloride is hydrolysed in the presence of alkali to produce salicylaldehyde.'

Why is phenoxide ion more reactive than phenol towards electrophilic aromatic substitution?

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Explanation

The context mentions, 'Phenoxide ion generated by treating phenol with sodium hydroxide is even more reactive than phenol towards electrophilic aromatic substitution.' This enhanced reactivity is due to the complete negative charge on oxygen in the phenoxide ion, which more effectively delocalizes electrons into the aromatic ring, making it more nucleophilic and reactive towards electrophiles than phenol where the oxygen has only partial negative charge.

What happens when phenol is heated with zinc dust?

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Explanation

The NCERT states: 'Phenol is converted to benzene on heating with zinc dust.'

Which of the following organic compounds is formed when phenol undergoes oxidation with chromic acid?

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Explanation

The NCERT excerpt states: 'Oxidation of phenol with chromic acid produces a conjugated diketone known as benzoquinone.'

NEET 2023

Consider the following reaction and identify the product (P).

$$\text{(CH}_3)_2\text{CH-CH(OH)-CH}_3 \xrightarrow{\text{HBr}} \text{Product (P)}$$

(starting material: 3-methylbutan-2-ol)

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Explanation

$S_N1$: 2° carbocation rearranges by 1,2-H shift to a 3° carbocation; Br⁻ attacks the more stable cation → 2-bromo-2-methylbutane.

NEET 2023

Consider the following reaction:

$$\text{C}_6\text{H}_5\text{CH}_2\text{-O-C}_6\text{H}_5 \xrightarrow[\Delta]{\text{HI}} A + B$$

Identify products A and B.

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Explanation

In ArOR + HI, the alkyl side is cleaved → RI; the aryl side becomes ArOH.

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