Aldehydes, Ketones and Carboxylic Acids Chapter-Wise Test 14

Correct answer Carries: 4.

Wrong Answer Carries: -1.

Which compound is produced by the self-aldol condensation of acetone?

Acetone (\( \ce{CH3COCH3} \)) undergoes aldol condensation to form 4-hydroxy-4-methylpentan-2-one, which dehydrates to 4-methylpent-3-en-2-one (\( \ce{CH3COCH=C(CH3)2} \)).

But-2-enal
3-Methylbutan-2-one
4-Methylpent-3-en-2-one
Pentan-2-one
3

Which of the following is a product of the oxidation of butan-1-ol with PCC?

PCC oxidizes primary alcohols to aldehydes. Butan-1-ol (\( \ce{CH3CH2CH2CH2OH} \)) yields butanal (\( \ce{CH3CH2CH2CHO} \)).

Butanal
Butanone
Butanoic acid
Butan-2-ol
1

Which ketone forms a seven-carbon secondary alcohol when treated with \( \ce{CH3CH2MgBr} \)?

Pentan-3-one (\( \ce{CH3CH2COCH2CH3} \)) reacts with \( \ce{CH3CH2MgBr} \), adding an ethyl group, forming 3-ethylpentan-3-ol (\( \ce{CH3CH2C(OH)(CH2CH3)CH2CH3} \)), a seven-carbon secondary alcohol.

Butan-2-one
Pentan-3-one
Hexan-2-one
Acetophenone
2

Which of the following is a product of the Rosenmund reduction of acetyl chloride?

Rosenmund reduction (\( \ce{H2, Pd/BaSO4} \)) converts acyl chlorides to aldehydes. Acetyl chloride (\( \ce{CH3COCl} \)) yields ethanal (\( \ce{CH3CHO} \)).

Ethanal
Ethanol
Acetone
Acetic acid
1

Which reaction converts butanal to 2-ethylhex-2-enal?

Butanal (\( \ce{CH3CH2CH2CHO} \)) undergoes aldol condensation with itself, forming 2-ethylhex-2-enal (\( \ce{CH3CH2CH2CH=C(CH2CH3)CHO} \)) after dehydration.

Clemmensen reduction
Cannizzaro reaction
Aldol condensation
Grignard reaction
3

Which reaction converts butanoic acid to butan-1-ol?

Reduction of butanoic acid (\( \ce{CH3CH2CH2COOH} \)) with \( \ce{LiAlH4} \) yields butan-1-ol (\( \ce{CH3CH2CH2CH2OH} \)).

Oxidation with \( \ce{KMnO4} \)
Clemmensen reduction
Aldol condensation
Reduction with \( \ce{LiAlH4} \)
4

Which ketone is produced when 4-methylpent-2-yne is hydrated with \( \ce{HgSO4/H2SO4} \)?

Hydration of 4-methylpent-2-yne (\( \ce{CH3C#CCH(CH3)2} \)), an internal alkyne, follows Markovnikov addition, forming 4-methylpentan-2-one (\( \ce{CH3COCH2CH(CH3)2} \)).

4-Methylpentan-2-one
4-Methylpentan-3-one
3-Methylpentan-2-one
Pentan-2-one
1

Which pair of compounds can be distinguished by Fehling’s test but not by the iodoform test?

Pentanal (\( \ce{CH3CH2CH2CH2CHO} \)) gives a positive Fehling’s test (aldehyde) but negative iodoform (no \( \ce{CH3C=O} \)), while pentan-3-one (\( \ce{CH3CH2COCH2CH3} \)) gives neither.

Ethanal and Acetone
Propanal and Butan-2-one
Pentanal and Pentan-3-one
Benzaldehyde and Acetophenone
3

What is the IUPAC name of \( \ce{CH3CH2CH=CHCHO} \)?

The compound has a 5-carbon chain with an aldehyde group (pentanal) and a double bond between C-3 and C-4: pent-3-enal.

Pent-2-enal
Pent-4-enal
But-3-enal
Pent-3-enal
4

Which reagent converts propan-1-ol to propanal?

PCC selectively oxidizes primary alcohols to aldehydes. Propan-1-ol (\( \ce{CH3CH2CH2OH} \)) yields propanal (\( \ce{CH3CH2CHO} \)).

PCC
\( \ce{KMnO4} \)
\( \ce{NaBH4} \)
\( \ce{Zn(Hg), HCl} \)
1

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