Alcohols, Phenols and Ethers Chapter-Wise Test 1

Correct answer Carries: 4.

Wrong Answer Carries: -1.

What is the major product when pentan-2-ol is dehydrated with conc. \( \ce{H2SO4} \)?

Pent-1-ene
Pent-2-ene
2-Methylbut-1-ene
Pentane
2

Dehydration of pentan-2-ol gives a mixture of alkenes, with pent-2-ene as the major product according to Saytzeff’s rule.

What is the product when 2-methylpropan-1-ol is oxidized with PCC?

2-Methylpropan-1-ol (\( \ce{(CH3)2CHCH2OH} \)), a primary alcohol, is oxidized to 2-methylpropanal (\( \ce{(CH3)2CHCHO} \)) with PCC, stopping at the aldehyde.

2-Methylpropanoic acid
Acetone
Propanal
2-Methylpropanal
4

What is the product when 2-methylpropan-1-ol is oxidized with \( \ce{KMnO4} \)?

2-Methylpropan-1-ol (\( \ce{(CH3)2CHCH2OH} \)), a primary alcohol, is oxidized to 2-methylpropanoic acid (\( \ce{(CH3)2CHCOOH} \)) with \( \ce{KMnO4} \), a strong oxidant.

2-Methylpropanal
Acetone
2-Methylpropanoic acid
2-Methylpropene
3

What is observed when phenol reacts with \( \ce{Br2} \) in water?

Phenol reacts with \( \ce{Br2} \) in water to form a white precipitate of 2,4,6-tribromophenol due to the strong activation of the ring by the -OH group.

White precipitate
Yellow solution
Violet color
No reaction
1

Which compound is formed when benzyl alcohol reacts with \( \ce{KMnO4} \)?

Benzyl alcohol (\( \ce{C6H5CH2OH} \)), a primary alcohol, is oxidized to benzoic acid (\( \ce{C6H5COOH} \)) with \( \ce{KMnO4} \), a strong oxidizing agent.

Benzaldehyde
Benzene
Phenol
Benzoic acid
4

Which reagent converts propene to propan-2-ol following Markovnikov’s rule?

\( \ce{BH3} \) followed by \( \ce{H2O2} \)
\( \ce{H2SO4} \) and \( \ce{H2O} \)
\( \ce{KMnO4} \)
\( \ce{Br2} \) in \( \ce{CCl4} \)
2

Acid-catalyzed hydration follows Markovnikov’s rule, giving propan-2-ol. Hydroboration-oxidation gives propan-1-ol (anti-Markovnikov).

Which alcohol produces 2-methylpropanal on oxidation with PCC?

2-Methylpropan-1-ol (\( \ce{(CH3)2CHCH2OH} \)), a primary alcohol, oxidizes to 2-methylpropanal (\( \ce{(CH3)2CHCHO} \)) with PCC.

\( \ce{CH3CH2CH2OH} \)
\( \ce{(CH3)2CHCH2OH} \)
\( \ce{(CH3)3COH} \)
\( \ce{CH3CH(OH)CH3} \)
2

Which reagent is used to oxidize a primary alcohol to an aldehyde without further oxidation?

Pyridinium chlorochromate (PCC) selectively oxidizes primary alcohols to aldehydes without converting them to carboxylic acids.

PCC
\( \ce{KMnO4} \)
\( \ce{H2SO4} \)
\( \ce{NaBH4} \)
1

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

In the Reimer-Tiemann reaction, phenol reacts with \( \ce{CHCl3} \) and \( \ce{NaOH} \) to form salicylaldehyde (2-hydroxybenzaldehyde) after acidification.

Benzaldehyde
Salicylaldehyde
4-Hydroxybenzaldehyde
2-Nitrophenol
2

Which reagent reduces acetophenone to 1-phenylethanol?

Acetophenone (\( \ce{C6H5COCH3} \)) is reduced to 1-phenylethanol (\( \ce{C6H5CH(OH)CH3} \)) using \( \ce{NaBH4} \), a selective reducing agent for ketones.

\( \ce{NaBH4} \)
\( \ce{KMnO4} \)
PCC
Conc. \( \ce{H2SO4} \)
1

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