NEET (UG)

Practice Test 1 — Alcohols, Phenols and Ethers

12 questions • 18 minutes • auto-graded with full solutions

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Section A — MCQ (Single Correct & Statement-based)

Question 1

Acid-catalysed hydration of propene gives mainly:

Solution: Markovnikov addition: propan-2-ol.

Question 2

The Lucas test gives immediate turbidity with a:

Solution: $3^\circ$ alcohol forms a stable carbocation at once.

Question 3

Oxidation of a primary alcohol with PCC stops at the:

Solution: PCC is mild: $1^\circ$ alcohol $\rightarrow$ aldehyde.

Question 4

Statements: (I) Phenol is more acidic than ethanol. (II) Phenol reacts with NaOH but ethanol does not. Which is/are correct?

Solution: Both are correct and consistent.

Question 5

Phenol with bromine water gives:

Solution: White 2,4,6-tribromophenol precipitate.

Question 6

The Williamson synthesis is a/an:

Solution: Alkoxide attacks a primary halide by SN2.

Question 7

Anisole heated with HI gives:

Solution: Aryl–O not cleaved: phenol + methyl iodide.

Question 8

Which is the strongest acid?

Solution: Three $-\text{NO}_2$ groups make picric acid strongly acidic.

Section B — Assertion & Reason

Question 9

A: Phenol is more acidic than ethanol.
R: The phenoxide ion is stabilised by resonance over the benzene ring.

Solution: Resonance stabilisation of the phenoxide is exactly why phenol is more acidic — R explains A.

Question 10

A: A tertiary alcohol is resistant to oxidation.
R: The carbon bearing the $-\text{OH}$ group in a tertiary alcohol has no hydrogen atom.

Solution: No alpha-H means it cannot be oxidised easily — R explains A.

Question 11

A: Diethyl ether has a lower boiling point than butan-1-ol.
R: Ether molecules cannot form hydrogen bonds with one another.

Solution: Absence of inter-molecular H-bonding lowers the boiling point — R explains A.

Question 12

A: In the Williamson synthesis, a tertiary alkyl halide gives a good yield of ether.
R: The reaction proceeds by an SN2 mechanism.

Solution: A is false — a $3^\circ$ halide undergoes elimination, not substitution; R (SN2) is true and is the reason a primary halide is needed.