Chapter 10: Organic Functional Groups (Part-2)

Alcohols are organic compounds containing

A –COOH group
B –CHO group
C –OH group attached to sp³ carbon
D –OH group attached to sp² carbon

Phenols differ from alcohols because the –OH group in phenols is attached to

A sp³ carbon
B sp² carbon of benzene ring
C carbonyl carbon
D aliphatic carbon

Which compound is a phenol

A ethanol
B benzyl alcohol
C phenol
D methanol

Order of acidity is

A alcohol > phenol > water
B water > alcohol > phenol
C phenol > water > alcohol
D water > phenol > alcohol

Phenol is more acidic than alcohol because

A inductive effect
B resonance stabilisation of conjugate base
C hydrogen bonding
D steric effect

Alcohols are weaker acids than water due to

A −I effect
B +I effect of alkyl group
C resonance
D steric hindrance

Which alcohol is most acidic

A methanol
B ethanol
C isopropanol
D tert-butanol

Reaction of alcohol with sodium metal gives

A ether
B alkene
C sodium alkoxide + H₂
D aldehyde

Which reagent converts alcohol into alkyl chloride

A NaCl
B SOCl₂
C KOH
D AgNO₃

Lucas test distinguishes alcohols based on

A oxidation rate
B dehydration rate
C turbidity due to alkyl chloride formation
D ester formation

Lucas test gives immediate turbidity with

A primary alcohol
B secondary alcohol
C tertiary alcohol
D phenol

Oxidation of primary alcohol with PCC gives

A carboxylic acid
B aldehyde
C ketone
D ester

Oxidation of secondary alcohol gives

A aldehyde
B acid
C ketone
D ester

Tertiary alcohol on oxidation gives

A aldehyde
B ketone
C acid
D no reaction

Dehydration of alcohol gives

A alkane
B alkene
C ether
D ester

Dehydration of tertiary alcohol proceeds via

A E2
B SN2
C E1
D free radical

Order of dehydration of alcohols is

A 1° > 2° > 3°
B 2° > 1° > 3°
C 3° > 2° > 1°
D all equal

Phenol does not give Lucas test because

A –OH group is acidic
B C–O bond has partial double bond character
C steric hindrance
D resonance is absent

Phenol reacts with NaOH to give

A sodium alkoxide
B sodium phenoxide
C ether
D alcohol

Alcohols do not react with NaOH because

A they are neutral
B they are strong acids
C alkoxide ion is unstable
D NaOH is weak base

Kolbe reaction of phenol gives

A salicylic acid
B benzoic acid
C anisole
D phenyl acetate

Reimer–Tiemann reaction of phenol introduces

A –COOH
B –CHO
C –CH₃
D –NO₂

Bromination of phenol in water gives

A bromobenzene
B mono-bromophenol
C di-bromophenol
D tri-bromophenol

Phenol is strongly o,p-directing due to

A −I effect
B +R effect
C steric effect
D hydrogen bonding

Ether is characterised by functional group

A R–OH
B R–O–R′
C R–CO–R′
D R–COOH

Ethers are generally prepared by

A dehydration of alcohols
B oxidation of alcohols
C reduction of acids
D nitration

Williamson synthesis involves reaction of

A alcohol + alcohol
B alkyl halide + alkoxide
C alkene + alcohol
D phenol + acid

Williamson synthesis does not work well with

A primary halide
B methyl halide
C secondary halide
D tertiary halide

Anisole is

A phenol
B ether
C aldehyde
D ketone

Ethers are relatively inert because

A C–O bond is weak
B oxygen is electronegative
C no active hydrogen
D resonance stabilisation

Cleavage of ethers occurs with

A NaOH
B H₂SO₄
C HI or HBr
D KMnO₄

Ether cleavage with excess HI gives

A alcohol
B ether
C alkyl iodide + alcohol
D two alkyl iodides

In ether cleavage, tertiary alkyl group reacts via

A SN2
B SN1
C E2
D free radical

Primary alkyl ether cleavage follows

A SN1
B E1
C SN2
D radical

Aromatic ether undergoes cleavage at

A Ar–O bond
B alkyl–O bond
C both bonds
D none

Which ether reacts fastest with HI

A diethyl ether
B methyl tert-butyl ether
C anisole
D diphenyl ether

Ether does not react with

A HI
B HBr
C Na metal
D PCl₅

Phenyl ether undergoes electrophilic substitution at

A meta position
B ortho and para positions
C para only
D meta and para

Which compound is least acidic

A phenol
B water
C ethanol
D methanol

Reaction of alcohol with carboxylic acid gives

A ether
B ester
C aldehyde
D ketone

Esterification is catalysed by

A NaOH
B HCl
C conc. H₂SO₄
D NH₃

Which compound gives violet colour with FeCl₃

A ethanol
B phenol
C ether
D aldehyde

Phenol on heating with zinc dust gives

A benzene
B phenyl chloride
C anisole
D benzoic acid

Alcohols form hydrogen bonds because of

A oxygen atom
B hydrogen atom
C O–H bond
D polarity

Boiling point of alcohols is higher than ethers due to

A molecular mass
B hydrogen bonding
C polarity
D resonance

Which alcohol has highest boiling point

A methanol
B ethanol
C propanol
D butanol

Ether is less soluble in water than alcohol because

A higher molecular weight
B lack of hydrogen bonding
C steric hindrance
D polarity

Which compound reacts with NaOH

A ethanol
B ether
C phenol
D methanol

Which reaction converts phenol to ether

A Kolbe reaction
B Williamson synthesis
C Reimer–Tiemann
D Lucas test

Correct statement is

A Alcohols are stronger acids than phenols
B Phenols are weaker acids than alcohols
C Ethers are generally inert compounds
D Phenols do not undergo electrophilic substitution