PRAADIS EDUCATION

CHAPETR-11
ALCOHOLS,PHENOLS AND ETHERS
MULTIPLE CHOICE QUESTIONS (MCQs)
Q.1 What is the IUPAC name of Vinyl alcohol ?
(a) Ethanol
(b) Methanol
(c) Ethenol
(d) Methenol
ANS: (c)
N AT IS

Q.2. Which of the following is more acidic than alcohol ?

C N
PY
O C D

(a) Phenol
O IO
D U AA

O
(b) Cyclohexanol
ED PR

(c) Benzyl alcohol

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(d) Ethenol
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ANS: ( a)
Q.3. Which one of the following compound is obtained by
dehydrogenation of secondary alcohols?
a) Ketone
b) Aldehyde
c) Carboxylic acid
d) Amine
ANS: (a)
Q.4. The reaction of carboxylic acid and alcohol catalysed by
conc.H2SO4 is called ?
a) Dehydration
b) Saponification
c) Esterification
d) Neutralisation
ANS: (c)
Q.5. Which of the following alcohol is most soluble in water
a) Propanol
b) Hexanol
c) Pentanol
d) Butanol
N AT IS

ANS:( a)
C N
PY
O C D

Q.6. On heating aqueous solution of benzene diazonium chloride ,

O IO
D U AA

which of the following is formed

O
ED PR

(a) benzene
T

(b) chloro benzene

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(c) phenol
(d) aniline
ANS:( c)
Q.7. Catalytic dehydrogenation of a primary alcohol gives a
(a) Ketone
(b) Aldehyde
(c) Sec . alcohol
(d) Ester
ANS:( b)
Q.8 Ethyl alcohol obtained by fermentation of starch is called wash
and what is its purity?
(a) 15%
(b) 99%
(c) 99.9%
(d) 95%
ANS:( a)
Q.9 Which chemical is used to distinguish between phenol and benzyl
alcohol.
a). NaHCO3
b). FeCl3
N AT IS

c). Iodoform test

C N
PY
O C D
O IO
D U AA

d). none of the above

O
ANS:( b)
ED PR

Q.10 Which is most acidic

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a). Phenol
b). 4-nitrophenol
c). Cresol
d). 2-nitrophenol
ANS:( d)
11. Benzenediazonium chloride on reaction with phenol in weakly
basic medium gives

a. diphenyl ether
b. p-hydroxyazobenzene
c. chlorobenzene
d. Benzene

Answer: (b)
12. Phenol reacts with bromine in CS2 at low temperature to give

a. m-bromophenol
b. o-and p-bromophenol
c. p-bromophenol
d. 2,4,6-tribromophenol

Answer: (b)
13. When phenol is treated with excess bromine water it gives

a. m-bromophenol
b. o- and p-bromophenol
c. 2,4-dibromophenol
d. 2,4,6-tribromophenol

Answer: (d)
N AT IS
C N
14. Phenol on reduction with H2 in the presence of Ni catalyst gives
PY
O C D
O IO
D U AA

a. benzene
O
b. toluene
ED PR

c. cyclohexane
T

d. Cyclohexanol
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Answer: (d)
15. Dehydration of alcohol is an example of

a. addition reaction
b. elimination reaction
c. substitution reaction
d. redox reaction

Answer: (b)
16. The compound obtained by the reaction of ethene with diborane
followed by hydrolysis with alkaline H2O2 is

a. ethanol
b. propanol
c. ethanol
 d. triethyl bromide

Answer: (a)
17. Which of the following is formed when phenol is exposed to air?

a. o-Benzoquinone
b. p-Benzoquinone
c. Phenoquinone
d. o-and p-Benzoquinone

Answer: (d)
18. Which of the following is formed when glycerol is heated with
oxalic acid at 503K?

a. Glyceric acid
N AT IS
b. Acrolein
C N
c. Allyl alcohol
PY
O C D
O IO

d. Methanoic acid
D U AA

O
Answer: (c)
ED PR

19. The alcohol which does not react with Lucas reagent is
T
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a. isobutyl alcohol
b. n-butanol
c. tert-butyl alcohol
d. sec-butyl alcohol

Answer: (b)
20. Phenol is less acidic than

a. acetic acid
b. p-methoxyphenol
c. p-nitrophenol
d. Ethanol

21.Which of the following reagents can not, be used to oxidise

primary alcohols to aldehydes?
(a) CrO3 in anhydrous medium
(b) KMnO4 in acidic medium
(c) Pyridinium chlorochromate
(d) Heat in the presence of Cu at 573 K

22.1-Phenylethanol can be prepared by the reaction of benzaldehyde

with
(a) methyl bromide
(b) ethyl iodide and magnesium
(c) methyl iodide and magnesium (Grignard reagent’s)
(d) methyl bromide and aluminium bromide

23. Which of the following alcohols will give the most stable
N AT IS

carbocation during dehydration?

C N
PY
O C D

(a) 2-methyl-1-propanol
O IO
D U AA

(b) 2-methyl-2-propanol
O
(c) 1-Butanol
ED PR

(d) 2-Butanol
T
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24. A compound X with the molecular formula C2H8O can be

oxidised to another compound Y whose molecular formulae is
C3H6O2. The compound X may be
(a) CH3CH2OCH3
(b) CH3CH2CHO
(c) CH3CH2CH2OH
(d) CH3CHOHCH3

25. Order of esterification of alcohols are

(a) 3° > 1° > 2°
(b) 2°> 3° > 1°
(c) 1 ° > 2° > 3°
(d) None of these

26. What happens when tertiary butyl alcohol is passed over heated
copper at 300°C?
(a) Secondary butyl alcohol is formed
(b) 2-methylpropene is formed
(c) 1-butene is formed
(d) Butanol is formed

27.Which of the follow ing compounds will be most easily attacked

by an electrophile?

28.
N AT IS
C N
PY
O C D
O IO
D U AA

O
In the reaction, X is
ED PR

(a) (CH3)2C = CHCH3

(b) CH3C = CH
T

(c) (CH3)2CHCH2CH3
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29. What would be the reactant and reagent used to obtain 2, 4-

dimenthyl pentan-3-ol?
(a) Propanal and propyl magnesium bromide
(b) 3-methylbutanal and 2-methyl magnesium iodide
(c) 2-dimethylpropanone and methyl magnesium odide
(d) 2-methylpropanal and isopropyl magnesium iodide

30.The decreasing order of boiling point of the following alcohols is

(a) 3-methylbuan-2-ol > 2-methylbutan-2-ol > pentan-1-ol
(b) Pentan-1-ol > 3-methylbutan-2-ol > 2-methylbutan-2-ol
(c) 2-methylbutan-2-ol > 3-methylbutan-2-ol > pentan-1-ol
(d) 2-methylbutan-2-ol > pental-1-ol > 3-methylbutan-2-ol

31.Acid catalysed dehydration of t-butanol is faster than that of n-

butanol because
(a) tertiary carbocation is more stable than primary carbocation

(b) primary carbocation is more stable than tertiary carbocation

(c) t-butanol has a higher boiling point
(d) rearrangement takes place during dehydration of t- butanol

32. An unknown alcohol is treated with “Lucas reagent” to determine

whether the alcohol is primary, secondary or tertiary. Which alcohol
reacts fastest and by what mechanism?
N AT IS

(a) Tertiary alcohol by SN2

C N
PY
(b) Secondary alcohol by SN1
O C D
O IO

(c) Tertiary alcohol by SN1

D U AA

O
(d) Secondary alcohol by SN2
ED PR

33.An alcohol X when treated with hot cone. H2SO4 gave an alkene Y
T

with formula C4H8. This alkene on ozonolysis gives single product

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with molecular formula C2H4O. The alcohol is

(a) butan-1-ol,
(b) butan-2-ol
(c) 2-methylpropan-1-ol
(d) 2,2-dimethylbutynal-1-oI

34.Which of the following alcohols reacts most readily with Lucas

reagent?
(a) CH3CH2CH2OH

35.Propanone on reaction with alkyl magnesium bromide followed by

hydrolysis will produce
(a) primary alcohol
(b) secondary alcohol
(c) tertiary alcohol
N AT IS

(d) carboxylic acid

C N
PY
O C D
O IO
D U AA

36.Vapours of an alcohol X when passed over hot reduced copper,

O
produce an alkene, the alcohol is
ED PR

(a) primary alcohol

T

(b) secondary alcohol

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(c) tertiary alcohol

(d) dihydric alcohol

37.Phenol when treated with excess of bromine water gives a white

precipitate of
(a) 2, 4, 6-tribromophenol
(b) o-bromophenol
(c) p-bromophenol
(d) bromobenzene

38. Picricacid is a yellow coloured compound. Its chemical name is

(a) m-nitrobenzoic acid
(b) 2, 4, 6-trinitropheriol
(c) 2, 4, 6-tribromophenol
(d) p-nitrophenol
39.Ortho-nitrophenol is less soluble in water than, p- and m-
nitrophenols because
(a) o-nitrophenol shows intramolecular H-bonding
(b) o-nitrophenol shows intermolecular H-bonding
(c) melting point of o-nitrophenol is lower than those of m- and p-
isomers
(d) o-nitrophenol is more volatile in steam than those of m- and p-
isomers

40.The best reagent to convert pent-3-en-2-ol into pent-3-en- 2-one is

(a) acidic permanganate
(b) acidic dichromate
(c) chromic anhydride in glacial acetic acid
N AT IS

(d) pyridiriium chlorochromate

C N
PY
O C D
O IO
D U AA

.
O
41.Identify the final product of the reaction sequence.
ED PR

T
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(a) Benzophenone
(b) Acetophenone
(c) Diphenyl
(d) Methyl salicylate

42. Arrange the following alcohols in order of increasing reactivity

towards sodium metal.
(i) (CH3)3C-OH
(ii) (CH3)2CH-OH
(iii) CH3CH2OH
(a) (iii) < (ii) < (i)
(b) (ii) > (i) < (iii)
(c) (i) < (ii) < (iii)
(d) (iii) < (i) < (ii)
43.The reaction between phenol and chloroform in the presence of
aqueous NaOH is
(a) nucleophilic substitution reaction
(b) electrophilic addition reaction
(c) electrophilic substitution reaction
(d) nucleophilic addition reaction

44. The most suitable reagent for the conversion of RCH2OH →

RCHO is
(a) K2Cr2O7
(b) CrO3
(c) KMnO4
(d) PCC
N AT IS
C N
PY
45. In the following reaction sequence Z is
O C D
O IO
D U AA

O
ED PR

(a) butan-1-ol
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(b) butan-2-ol
(c) 2-methylpropan-2-ol
(d) 1, 1-dimethylethanol

46. The major product of acid catalysed dehydration of 2-

methylcyclohexanol and butan-1-ol are respectively
(a) 1 -methylcyclohexene andbut-1-ene
(b) 2-methylcyclohexene and but-2-ene
(c) 2-methylcyclohexene and butane
(d) 1-methylcyclohexene and but-2-ene

47. Tertiary butyl alcohol gives tertiary butyl chlorideon treatment

with
(a) Conc HCl/anhydrous ZnCl3
(b) KCN
(c) NaOCl
(d) Cl2

48.Which of the following alcohol is dehydrated most easily with

cone. H2SO4?
(a) p-O2NC6H4CH(OH)CH3
(b) p-ClC6H4CH(OH)CH3
(c) p-CH3OC6H4CH(OH)CH3
(d) C6H5CH(OH)CH3

49.Conversion of phenol to salicyclic acid and to salicyaldehyde are

known as (respectively)
(a) Reimer-Tiemann reaction and Kolbe’s reaction
(b) Williamson’s synthesis and Hydrobration-oxidation
(c) Kolbe’s reaction and Williamson’s synthesis
N AT IS

(d) Kolbe’s reaction and Reimer-Tiemann reaction

C N
PY
O C D
O IO
D U AA

50.Which of the following is phenol?

O
(a) Cresol
ED PR

(b) Catechol
(c)Benzenol
T

(d) All of these

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51.Benzoquinone is prepared by reaction of phenol with

(a) Na2Cr2O7, H2SO4
(b) KMnO4, H2SO4
(c) Na2CrO4,HCl
(d) K2MnO4, H2SO4

52. Which of the following compounds will give tribromo derivative

on treatment with bromine water?

53. The major product obtained on interaction of phenol with sodium

hydroxide and carbon dioxide is
(a) benzoic acid
(b) salicyaldehyde
(c) salicylic acid
N AT IS

(d) phthalic acid

C N
PY
O C D
O IO
D U AA

O
ED PR

T
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