Alcohols, Phenols and Ethers Chapter-Wise Test 3

Correct answer Carries: 4.

Wrong Answer Carries: -1.

What is the reagent used to convert butan-2-one to butan-2-ol?

Butan-2-one (\( \ce{CH3-CO-CH2-CH3} \)) is reduced to butan-2-ol (\( \ce{CH3-CH(OH)-CH2-CH3} \)) using a reducing agent like \( \ce{NaBH4} \), which selectively reduces ketones to secondary alcohols.

\( \ce{KMnO4} \)
\( \ce{NaBH4} \)
\( \ce{H2SO4} \)
PCC
2

The reaction of phenol with \( \ce{CO2} \) and \( \ce{NaOH} \) at high pressure and temperature yields which product?

In Kolbe’s reaction, phenol reacts with \( \ce{CO2} \) and \( \ce{NaOH} \) under heat and pressure, followed by acidification, to form salicylic acid (2-hydroxybenzoic acid).

Salicylic acid
Benzoic acid
4-Hydroxybenzoic acid
Phenylacetic acid
1

Which reaction condition converts cyclohexanol to cyclohexene?

Cyclohexanol dehydrates to cyclohexene with conc. \( \ce{H2SO4} \) at 160°C via an E1 mechanism, eliminating water.

Conc. \( \ce{H2SO4} \) at 160°C
PCC in \( \ce{CH2Cl2} \)
\( \ce{KMnO4} \) in alkaline medium
\( \ce{NaBH4} \) in ethanol
1

What is the product when phenol reacts with \( \ce{NaOH} \) and \( \ce{CHCl3} \) followed by acidification?

In the Reimer-Tiemann reaction, phenol reacts with \( \ce{CHCl3} \) and \( \ce{NaOH} \) to form salicylaldehyde (\( \ce{C6H4(OH)CHO} \)) after acidification.

Benzaldehyde
4-Hydroxybenzaldehyde
2-Nitrophenol
Salicylaldehyde
4

The major product of dehydration of butan-1-ol with conc. \( \ce{H2SO4} \) at 170°C is:

But-1-ene
But-2-ene
2-Methylpropene
Propene
1

Primary alcohols undergo dehydration to give mainly terminal alkenes like but-1-ene.

Which compound is produced when phenol reacts with \( \ce{Na} \) at room temperature?

Phenol (\( \ce{C6H5OH} \)) reacts with \( \ce{Na} \) to form sodium phenoxide (\( \ce{C6H5ONa} \)) and \( \ce{H2} \) gas, showcasing its acidic nature.

Benzene
Sodium benzoate
Phenol remains unchanged
Sodium phenoxide
4

Which of the following compounds reacts most vigorously with sodium metal?

\( \ce{CH3CH2OH} \)
\( \ce{CH3CH(OH)CH3} \)
\( \ce{(CH3)3COH} \)
\( \ce{C6H5OH} \)
4

Phenol is more acidic than alcohols due to resonance stabilization of the phenoxide ion, so it reacts more vigorously with sodium metal.

What is the IUPAC name of \( \ce{CH3-CH(OH)-CH2-CH2-CH3} \)?

The compound has a 5-carbon chain with the -OH on the second carbon from the end nearest to it, named pentan-2-ol.

Pentan-1-ol
Pentan-3-ol
2-Methylbutan-1-ol
Pentan-2-ol
4

Which alcohol produces a tertiary carbocation as an intermediate during dehydration with conc. \( \ce{H2SO4} \)?

2-Methylpropan-2-ol (\( \ce{(CH3)3COH} \)), a tertiary alcohol, forms a stable tertiary carbocation (\( \ce{(CH3)3C+} \)) during dehydration via an E1 mechanism.

\( \ce{(CH3)3COH} \)
\( \ce{CH3CH2CH2OH} \)
\( \ce{CH3CH(OH)CH3} \)
\( \ce{CH3CH2OH} \)
1

Which of the following is an allylic alcohol?

An allylic alcohol has the -OH group on a carbon adjacent to a double bond. \( \ce{CH2=CH-CH2OH} \) (allyl alcohol) fits this definition.

\( \ce{CH2=CH-CH2OH} \)
\( \ce{CH3CH2OH} \)
\( \ce{CH3CH(OH)CH3} \)
\( \ce{C6H5CH2OH} \)
1

Performance Summary

Score:

Category Details
Total Attempts:
Total Skipped:
Total Wrong Answers:
Total Correct Answers:
Time Taken:
Average Time Taken per Question:
Accuracy:
0