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🧪 Chemistry  ·  Class 12  ·  NEET & JEE

Alcohols, Phenols & Ethers - Practice Questions with Answers

60 free MCQs on Alcohols, Phenols & Ethers with worked answers and explanations. Oxygen-containing organic compounds. Understand the acidic nature of phenols, reactions of alcohols (dehydration, oxidation, esterification), and properties of ethers. Includes industrial applications and named reactions.

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Below are 60 practice questions on Alcohols, Phenols & Ethers, sorted Easy → Hard. Tap “Show answer & explanation” under any question to check yourself. Want the full theory first? Read the Alcohols, Phenols & Ethers notes.

Why Phenol Is More Acidic Than an AlcoholO⁻phenoxide ioncharge delocalised into ring (resonance)stabilisedCO⁻alkoxide ion (ethanol)charge stuck on one O, NOT stabilised

The phenoxide ion's negative charge spreads into the aromatic ring through resonance, lowering its energy and making phenol give up its proton more easily; an alkoxide ion (from a plain alcohol) has nowhere to delocalise the charge, making alcohols far less acidic.

Easy - 20 questions

Q1.

Which functional group is present in alcohols?

  • A -CHO
  • B -OH
  • C -COOH
  • D -NH<sub>2</sub>
Show answer & explanation

Answer: B. -OH

Why: Alcohols contain the hydroxyl functional group represented by -OH.

Q2.

What type of alcohol is CH<sub>3</sub>CH<sub>2</sub>OH?

  • A Primary alcohol
  • B Secondary alcohol
  • C Tertiary alcohol
  • D Phenol
Show answer & explanation

Answer: A. Primary alcohol

Why: Ethanol is a primary alcohol because the carbon carrying OH is attached to only one other carbon.

Q3.

Which alcohol is highly poisonous?

  • A Ethanol
  • B Methanol
  • C Glycerol
  • D Propanol
Show answer & explanation

Answer: B. Methanol

Why: Methanol is toxic and can cause blindness or death.

Q4.

Which reagent is used in Lucas test?

  • A ZnCl<sub>2</sub> and HCl
  • B KMnO<sub>4</sub>
  • C NaOH
  • D Br<sub>2</sub> water
Show answer & explanation

Answer: A. ZnCl<sub>2</sub> and HCl

Why: Lucas reagent consists of concentrated HCl and anhydrous ZnCl<sub>2</sub>.

Q5.

Which alcohol reacts fastest in Lucas test?

  • A Primary alcohol
  • B Secondary alcohol
  • C Tertiary alcohol
  • D Methanol
Show answer & explanation

Answer: C. Tertiary alcohol

Why: Tertiary alcohols react fastest due to stable carbocation formation.

Q6.

Why do alcohols have higher boiling points than alkanes?

  • A Ionic bonding
  • B Hydrogen bonding
  • C Metallic bonding
  • D Pi bonding
Show answer & explanation

Answer: B. Hydrogen bonding

Why: Alcohol molecules form intermolecular hydrogen bonds which increase boiling point.

Q7.

Which alcohol is commonly used in sanitizers?

  • A Methanol
  • B Ethanol
  • C Glycerol
  • D Phenol
Show answer & explanation

Answer: B. Ethanol

Why: Ethanol is widely used in hand sanitizers because of its antiseptic properties.

Q8.

What is the common name of propane-1,2,3-triol?

  • A Methanol
  • B Glycerol
  • C Phenol
  • D Acetone
Show answer & explanation

Answer: B. Glycerol

Why: Propane-1,2,3-triol is commonly called glycerol.

Q9.

Phenol differs from alcohol because OH group is attached to:

  • A sp<sup>3</sup> carbon
  • B sp carbon
  • C Benzene ring
  • D Carbonyl carbon
Show answer & explanation

Answer: C. Benzene ring

Why: In phenol, the hydroxyl group is directly attached to a benzene ring.

Q10.

Denatured alcohol is ethanol mixed with:

  • A Sugar in general practice
  • B Water as frequently described
  • C Poisonous substances
  • D Acetic acid in most textbook accounts
Show answer & explanation

Answer: C. Poisonous substances

Why: Denatured alcohol contains poisonous additives to prevent drinking.

Q11.

Which alcohol is used as antifreeze?

  • A Methanol
  • B Ethanol
  • C Ethylene glycol
  • D Phenol
Show answer & explanation

Answer: C. Ethylene glycol

Why: Ethylene glycol is widely used as antifreeze in automobile radiators.

Q12.

Which compound contains an ether linkage?

  • A CH<sub>3</sub>OH
  • B CH<sub>3</sub>OCH<sub>3</sub>
  • C CH<sub>3</sub>COOH
  • D C<sub>2</sub>H<sub>5</sub>NH<sub>2</sub>
Show answer & explanation

Answer: B. CH<sub>3</sub>OCH<sub>3</sub>

Why: Dimethyl ether contains an oxygen atom linked to two alkyl groups.

Q13.

Which alcohol is produced during fermentation of sugar?

  • A Methanol
  • B Ethanol
  • C Propanol
  • D Butanol
Show answer & explanation

Answer: B. Ethanol

Why: Fermentation of sugars by yeast produces ethanol.

Q14.

What is the IUPAC name of CH<sub>3</sub>OH?

  • A Ethanol
  • B Methanol
  • C Propanol
  • D Phenol
Show answer & explanation

Answer: B. Methanol

Why: CH<sub>3</sub>OH is the simplest alcohol and is called methanol.

Q15.

Which type of alcohol has the OH-bearing carbon attached to three alkyl groups?

  • A Primary
  • B Secondary
  • C Tertiary
  • D Phenol
Show answer & explanation

Answer: C. Tertiary

Why: Tertiary alcohols have the OH-bearing carbon attached to three alkyl groups.

Q16.

Which compound is aromatic?

  • A Methanol
  • B Phenol
  • C Ethanol
  • D Diethyl ether
Show answer & explanation

Answer: B. Phenol

Why: Phenol contains a benzene ring and is aromatic.

Q17.

Which compound is used as a solvent and was formerly used as an anesthetic?

  • A Methanol
  • B Diethyl ether
  • C Phenol
  • D Acetic acid
Show answer & explanation

Answer: B. Diethyl ether

Why: Diethyl ether has been used as a solvent and anesthetic.

Q18.

Which compound gives violet colour with FeCl<sub>3</sub>?

  • A Methanol
  • B Phenol
  • C Ether
  • D Ethanol
Show answer & explanation

Answer: B. Phenol

Why: Phenol reacts with neutral ferric chloride to give a violet colour.

Q19.

Which alcohol has the formula C<sub>2</sub>H<sub>5</sub>OH?

  • A Methanol
  • B Ethanol
  • C Propanol
  • D Butanol
Show answer & explanation

Answer: B. Ethanol

Why: C<sub>2</sub>H<sub>5</sub>OH is ethanol, a two-carbon alcohol.

Q20.

Which intermolecular force is strongest in alcohols?

  • A Dipole force
  • B Hydrogen bonding
  • C Van der Waals force
  • D Metallic bonding
Show answer & explanation

Answer: B. Hydrogen bonding

Why: Hydrogen bonding is responsible for many physical properties of alcohols.

Medium - 20 questions

Q21.

What is the major product when ethanol is dehydrated at 443 K?

  • A Ethane
  • B Ethene
  • C Ethyne
  • D Acetaldehyde
Show answer & explanation

Answer: B. Ethene

Why: Dehydration of ethanol at high temperature forms ethene.

Q22.

Which alcohol on oxidation gives an aldehyde?

  • A Primary alcohol
  • B Secondary alcohol
  • C Tertiary alcohol
  • D Phenol
Show answer & explanation

Answer: A. Primary alcohol

Why: Primary alcohols oxidise first to aldehydes and then to carboxylic acids.

Q23.

Which alcohol on oxidation gives a ketone?

  • A Methanol
  • B Primary alcohol
  • C Secondary alcohol
  • D Tertiary alcohol
Show answer & explanation

Answer: C. Secondary alcohol

Why: Secondary alcohols oxidise to ketones.

Q24.

Why is phenol more acidic than ethanol?

  • A Phenol's simply higher molecular mass compared to ethanol
  • B Resonance stabilisation of phenoxide ion
  • C Stronger intermolecular hydrogen bonding present in liquid phenol
  • D Phenol containing a greater overall number of carbon atoms
Show answer & explanation

Answer: B. Resonance stabilisation of phenoxide ion

Why: Phenoxide ion is resonance stabilised, increasing the acidity of phenol.

Q25.

Which reaction is used to prepare ethers from alkyl halides?

  • A Friedel-Crafts reaction
  • B Williamson synthesis
  • C Kolbe reaction
  • D Cannizzaro reaction
Show answer & explanation

Answer: B. Williamson synthesis

Why: Williamson ether synthesis forms ethers using alkyl halides and alkoxides.

Q26.

Phenol reacts with sodium metal to produce:

  • A Hydrogen gas
  • B Oxygen gas
  • C Carbon dioxide
  • D Methane
Show answer & explanation

Answer: A. Hydrogen gas

Why: Phenol reacts with sodium to release hydrogen gas and form sodium phenoxide.

Q27.

Which reagent converts alcohol into alkene by dehydration?

  • A Dilute HCl as frequently observed in practice
  • B Concentrated H<sub>2</sub>SO<sub>4</sub>
  • C NaOH in many documented cases
  • D Br<sub>2</sub> water according to conventional understanding
Show answer & explanation

Answer: B. Concentrated H<sub>2</sub>SO<sub>4</sub>

Why: Concentrated sulfuric acid causes dehydration of alcohols to alkenes.

Q28.

What is formed when phenol reacts with bromine water?

  • A Bromobenzene in routine practice
  • B 2,4,6-tribromophenol
  • C Benzoic acid overall
  • D Cyclohexanol in most cases
Show answer & explanation

Answer: B. 2,4,6-tribromophenol

Why: Phenol undergoes electrophilic substitution to form 2,4,6-tribromophenol.

Q29.

Which alcohol does not undergo oxidation easily?

  • A Primary alcohol
  • B Secondary alcohol
  • C Tertiary alcohol
  • D Methanol
Show answer & explanation

Answer: C. Tertiary alcohol

Why: Tertiary alcohols resist oxidation because they lack alpha hydrogen atoms.

Q30.

What is the product formed when ethanol reacts with sodium?

  • A Sodium acetate
  • B Sodium ethoxide
  • C Ethene
  • D Acetaldehyde
Show answer & explanation

Answer: B. Sodium ethoxide

Why: Ethanol reacts with sodium to form sodium ethoxide and hydrogen gas.

Q31.

Which acid acts as catalyst in esterification?

  • A Nitric acid
  • B Hydrochloric acid
  • C Sulfuric acid
  • D Acetic acid
Show answer & explanation

Answer: C. Sulfuric acid

Why: Concentrated sulfuric acid acts as a catalyst and dehydrating agent in esterification.

Q32.

What is the product when ethanol is oxidised using acidified KMnO<sub>4</sub>?

  • A Methane
  • B Acetic acid
  • C Ethene
  • D Propanol
Show answer & explanation

Answer: B. Acetic acid

Why: Strong oxidation of ethanol by acidified KMnO<sub>4</sub> produces acetic acid.

Q33.

Which ether is formed by Williamson synthesis using sodium ethoxide and methyl bromide?

  • A Methanol
  • B Dimethyl ether
  • C Ethyl methyl ether
  • D Diethyl ether
Show answer & explanation

Answer: C. Ethyl methyl ether

Why: Ethoxide ion attacks methyl bromide to form ethyl methyl ether.

Q34.

Which compound gives a white precipitate with bromine water?

  • A Ethanol
  • B Methanol
  • C Phenol
  • D Ether
Show answer & explanation

Answer: C. Phenol

Why: Phenol forms 2,4,6-tribromophenol as a white precipitate with bromine water.

Q35.

What happens when ether reacts with excess HI?

  • A No reaction under typical conditions
  • B Cleavage to alkyl iodides
  • C Polymerisation according to standard textbooks
  • D Oxidation in general practice
Show answer & explanation

Answer: B. Cleavage to alkyl iodides

Why: HI cleaves ethers to form alkyl iodides and alcohols.

Q36.

Which alcohol is produced by hydration of ethene?

  • A Methanol
  • B Ethanol
  • C Propanol
  • D Butanol
Show answer & explanation

Answer: B. Ethanol

Why: Hydration of ethene in presence of acid catalyst produces ethanol.

Q37.

Which compound is least acidic?

  • A Phenol
  • B Water
  • C Ethanol
  • D Acetic acid
Show answer & explanation

Answer: C. Ethanol

Why: Ethanol is less acidic because the ethoxide ion is not resonance stabilised.

Q38.

Which product is formed during intermolecular dehydration of ethanol at 413 K?

  • A Ethene
  • B Diethyl ether
  • C Acetaldehyde
  • D Ethyne
Show answer & explanation

Answer: B. Diethyl ether

Why: At lower temperature, intermolecular dehydration of ethanol forms diethyl ether.

Q39.

What colour is produced when phenol reacts with neutral FeCl<sub>3</sub>?

  • A Blue
  • B Green
  • C Violet
  • D Yellow
Show answer & explanation

Answer: C. Violet

Why: Phenol gives a violet coloured complex with ferric chloride.

Q40.

Which alcohol forms a ketone on oxidation?

  • A Ethanol
  • B Methanol
  • C Propan-2-ol
  • D Tert-butanol
Show answer & explanation

Answer: C. Propan-2-ol

Why: Propan-2-ol is a secondary alcohol and oxidises to acetone.

Hard - 20 questions

Q41.

Which product is formed in Kolbe reaction of sodium phenoxide with CO<sub>2</sub>?

  • A Salicylic acid
  • B Benzoic acid
  • C Phenol
  • D Benzaldehyde
Show answer & explanation

Answer: A. Salicylic acid

Why: Kolbe reaction introduces a carboxyl group ortho to the OH group forming salicylic acid.

Q42.

Reimer-Tiemann reaction converts phenol into:

  • A Benzoic acid
  • B Salicylaldehyde
  • C Aniline
  • D Benzyl alcohol
Show answer & explanation

Answer: B. Salicylaldehyde

Why: Phenol reacts with chloroform and alkali in Reimer-Tiemann reaction to form salicylaldehyde.

Q43.

Which intermediate forms during acid-catalysed dehydration of alcohols?

  • A Carbanion
  • B Free radical
  • C Carbocation
  • D Nitrene
Show answer & explanation

Answer: C. Carbocation

Why: Acid catalysed dehydration proceeds through carbocation formation.

Q44.

Which alcohol undergoes dehydration most easily?

  • A Primary alcohol
  • B Secondary alcohol
  • C Tertiary alcohol
  • D Methanol
Show answer & explanation

Answer: C. Tertiary alcohol

Why: Tertiary alcohols form stable carbocations and dehydrate more readily.

Q45.

What is formed when ethanol reacts with ethanoic acid in presence of concentrated H<sub>2</sub>SO<sub>4</sub>?

  • A Diethyl ether
  • B Ethyl ethanoate
  • C Acetaldehyde
  • D Ethene
Show answer & explanation

Answer: B. Ethyl ethanoate

Why: Esterification of ethanol with ethanoic acid forms ethyl ethanoate.

Q46.

Which alcohol cannot be oxidised easily?

  • A Primary alcohol
  • B Secondary alcohol
  • C Tertiary alcohol
  • D Methanol
Show answer & explanation

Answer: C. Tertiary alcohol

Why: Tertiary alcohols lack alpha hydrogen atoms needed for oxidation.

Q47.

What is the major product when tert-butanol undergoes dehydration?

  • A But-1-ene
  • B But-2-ene
  • C 2-methylpropene
  • D Ethene
Show answer & explanation

Answer: C. 2-methylpropene

Why: Dehydration of tert-butanol mainly produces 2-methylpropene.

Q48.

Which reagent is used in Clemmensen reduction?

  • A Zn(Hg) with HCl
  • B NH2NH<sub>2</sub> with KOH
  • C LiAlH<sub>4</sub>
  • D NaBH<sub>4</sub>
Show answer & explanation

Answer: A. Zn(Hg) with HCl

Why: Clemmensen reduction uses zinc amalgam and hydrochloric acid to reduce carbonyls to CH<sub>2</sub>.

Q49.

Phenol reacts with benzene diazonium chloride to form:

  • A Benzoic acid
  • B Azo dye
  • C Aniline
  • D Cyclohexanol
Show answer & explanation

Answer: B. Azo dye

Why: Phenol undergoes azo coupling with diazonium salt to form brightly coloured azo dyes.

Q50.

Which reaction involves rearrangement of vicinal diols?

  • A Kolbe reaction
  • B Cannizzaro reaction
  • C Pinacol rearrangement
  • D Friedel-Crafts reaction
Show answer & explanation

Answer: C. Pinacol rearrangement

Why: Pinacol rearrangement converts vicinal diols into carbonyl compounds via 1,2-shift.

Q51.

Which product is formed when phenol reacts with NaOH?

  • A Sodium phenoxide
  • B Sodium benzoate
  • C Cyclohexanol
  • D Benzene
Show answer & explanation

Answer: A. Sodium phenoxide

Why: Phenol is acidic enough to react with NaOH forming sodium phenoxide and water.

Q52.

Which reagent converts phenol into picric acid?

  • A Dilute HNO<sub>3</sub>
  • B Concentrated HNO<sub>3</sub>
  • C Br<sub>2</sub> water
  • D NaOH
Show answer & explanation

Answer: B. Concentrated HNO<sub>3</sub>

Why: Concentrated nitric acid converts phenol into 2,4,6-trinitrophenol (picric acid).

Q53.

What is the product of oxidation of propan-1-ol with PCC?

  • A Propanoic acid
  • B Propanone
  • C Propanal
  • D Propene
Show answer & explanation

Answer: C. Propanal

Why: PCC is a mild oxidising agent that converts primary alcohols to aldehydes without further oxidation.

Q54.

Which alcohol gives positive iodoform test?

  • A Methanol
  • B Ethanol
  • C Tert-butanol
  • D Phenol
Show answer & explanation

Answer: B. Ethanol

Why: Ethanol oxidises to acetaldehyde which gives a positive iodoform test.

Q55.

Which compound undergoes Kolbe electrolysis to give ethane?

  • A Sodium acetate
  • B Phenol
  • C Methanol
  • D Ether
Show answer & explanation

Answer: A. Sodium acetate

Why: Kolbe electrolysis of sodium acetate produces ethane at the anode.

Q56.

What is the role of concentrated H<sub>2</sub>SO<sub>4</sub> in esterification?

  • A Reducing agent that converts the acid to an aldehyde
  • B Oxidising agent that activates the carbonyl oxygen
  • C Catalyst and dehydrating agent
  • D Base that deprotonates the carboxylic acid
Show answer & explanation

Answer: C. Catalyst and dehydrating agent

Why: Sulfuric acid catalyses esterification and removes water formed, shifting equilibrium forward.

Q57.

Which product is formed when anisole reacts with HI?

  • A Phenol and methyl iodide
  • B Benzene and iodine
  • C Phenol and ethyl iodide
  • D Aniline
Show answer & explanation

Answer: A. Phenol and methyl iodide

Why: HI cleaves anisole at the weaker C-O bond to produce phenol and methyl iodide.

Q58.

Which compound gives violet colour with FeCl<sub>3</sub> due to phenolic OH group?

  • A Methanol
  • B Acetone
  • C Phenol
  • D Ether
Show answer & explanation

Answer: C. Phenol

Why: Phenolic compounds form coloured complexes with ferric chloride.

Q59.

Which intermediate is formed during Williamson ether synthesis?

  • A Carbocation
  • B Alkoxide ion
  • C Carbanion
  • D Free radical
Show answer & explanation

Answer: B. Alkoxide ion

Why: Alkoxide ions act as nucleophiles attacking the alkyl halide in Williamson ether synthesis.

Q60.

Which alcohol gives ketone on oxidation?

  • A Methanol
  • B Ethanol
  • C Propan-2-ol
  • D Tert-butanol
Show answer & explanation

Answer: C. Propan-2-ol

Why: Propan-2-ol is a secondary alcohol and oxidises to propanone (acetone).