Alcohols, Phenols and Ethers Chapter-Wise Test 8

Correct answer Carries: 4.

Wrong Answer Carries: -1.

Why does ethane-1,2-diol have a higher boiling point than ethanol?

Ethane-1,2-diol (\( \ce{CH2OH-CH2OH} \)) has two -OH groups, leading to more extensive hydrogen bonding than ethanol (\( \ce{CH3CH2OH} \)), which has one -OH group, increasing its boiling point.

Higher molecular weight only
Extensive hydrogen bonding
Presence of two carbon atoms
Lower volatility
2

Which alcohol is produced when ethyl magnesium bromide reacts with acetaldehyde followed by hydrolysis?

Ethyl magnesium bromide (\( \ce{CH3CH2MgBr} \)) reacts with acetaldehyde (\( \ce{CH3CHO} \)), adding the ethyl group to the carbonyl, yielding butan-2-ol (\( \ce{CH3CH(OH)CH2CH3} \)) after hydrolysis.

Propan-1-ol
Butan-1-ol
Butan-2-ol
2-Methylpropan-2-ol
3

What is the product when benzyl alcohol is oxidized with PCC?

Benzyl alcohol (\( \ce{C6H5CH2OH} \)), a primary alcohol, is oxidized to benzaldehyde (\( \ce{C6H5CHO} \)) with PCC, which stops at the aldehyde stage.

Benzoic acid
Benzene
Benzaldehyde
Phenol
3

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

The compound has a 4-carbon chain with -OH groups on carbons 2 and 3, named butane-2,3-diol in IUPAC nomenclature.

Butane-1,2-diol
Butane-2,3-diol
Propane-1,2-diol
Butane-1,3-diol
2

Which phenol derivative has the highest acidity among the following?

2,4,6-Trinitrophenol (picric acid) is the most acidic due to three electron-withdrawing -NO₂ groups stabilizing the phenoxide ion via resonance and inductive effects.

Phenol
2,4,6-Trinitrophenol
2-Nitrophenol
4-Nitrophenol
2

Why is ortho-nitrophenol more acidic than ortho-methoxyphenol?

The -NO₂ group is electron-withdrawing, stabilizing the phenoxide ion via resonance and inductive effects, increasing acidity. The -OCH₃ group is electron-donating, reducing acidity.

Higher molecular weight
Hydrogen bonding
Electron-withdrawing effect of -NO₂
Steric hindrance
3

Which phenol derivative is steam volatile?

2-Nitrophenol is steam volatile due to intramolecular hydrogen bonding between -OH and -NO₂, reducing intermolecular forces, unlike 4-nitrophenol.

4-Nitrophenol
2-Nitrophenol
2,4,6-Trinitrophenol
Phenol
2

Which alcohol is produced by the reduction of propanal with \( \ce{NaBH4} \)?

Propanal (\( \ce{CH3CH2CHO} \)) is reduced to propan-1-ol (\( \ce{CH3CH2CH2OH} \)), a primary alcohol, using \( \ce{NaBH4} \), which reduces aldehydes to alcohols.

\( \ce{CH3CH2CH2OH} \)
\( \ce{CH3CH(OH)CH3} \)
\( \ce{CH3CH2OH} \)
\( \ce{(CH3)2CHOH} \)
1

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

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

Benzaldehyde
4-Hydroxybenzaldehyde
2-Nitrophenol
Salicylaldehyde
4

Which compound is formed when phenol reacts with \( \ce{Br2} \) in water at room temperature?

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

2-Bromophenol
4-Bromophenol
2,4-Dibromophenol
2,4,6-Tribromophenol
4

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