Class-XII (Chemistry)

Chapter: Alcohols, Phenols and Ethers

Objective Type Questions

TYPE I MULTIPLE-CHOICE QUESTIONS

1. The simplest alcohol, from a structural standpoint, contains how many carbon atoms and
how many oxygen atoms?
(a) one carbon atom and one oxygen atom
(b) one carbon atom and two oxygen atoms
(c) two carbon atoms and one oxygen atom
(d) two carbon atoms and two oxygen atoms

2. The correct IUPAC name for CH3 CH OH is

CH3
(a) isopropyl alcohol.
(b) 2-methyl ethanol.
(c) 2-propanol.
(d) hydroxypropane.

3. The correct IUPAC name for CH3 CH CH2 CH2 CH2 CH2 is
OH OH
(a) hexyl dialcohol.
(b) 2,6-dihydroxyhexane.
(c) 2,6-hexanediol.
(d) 1,5-hexanediol

4. Which of the following statements concerning common alcohols is correct?

(a) Wood alcohol and grain alcohol are one and the same.
(b) Rubbing alcohol is pure isopropyl alcohol.
(c) Absolute alcohol is pure methanol.
(d) Denatured alcohol is drinking alcohol rendered unfit to drink.

5. In which of the following pairs of alcohols do both members of the pair contain two or
more hydroxyl groups?
(a) ethanol and ethylene glycol
(b) ethylene glycol and glycerol
(c) isopropyl alcohol and propylene glycol
(d) t-butyl alcohol and s-butyl alcohol

6. Alcohols have higher boiling points than alkanes of similar molecular mass because
(a) alcohols are ionic compounds and alkanes are covalent compounds.
(b) alkane molecules are polar and alcohol molecules are not.
(c) hydrogen bonding occurs between alcohol molecules but not between alkane molecules.
(d) alcohols are acidic and alkanes are not.

7. How many hydrogen bonds can form between an ethanol molecule and other ethanol
molecules?
(a) one
(b) two
(c) three
(d) four

8. A general method for preparing alcohols is the

(a) hydration of alkenes.
(b) combustion of alkanes.
(c) combustion of ethers.
(d) hydrogenation of alkenes.

9. Which of the following is a secondary alcohol?

a) CH3 CH2 CH2 CH2 OH

b) CH3 CH CH2 CH2 OH

CH3

c) CH3 CH2 CH2 CH OH

CH3

d) CH3 CH2 CH2 CH2

OH
10. Intramolecular dehydration of an alcohol produces a(n)
(a) alkane.
(b) alkene.
(c) ether.
(d) thiol.

11. Oxidation of a secondary alcohol produces a(n)

(a) ketone.
(b) aldehyde.
(c) carboxylic acid.
(d) ether.

12. Which of the following statements concerning phenols is incorrect?

(a) They are generally low-melting solids or oily liquids.
(b) They are generally very soluble in water.
(c) They are easily oxidized and therefore used as antioxidants.
(d) Unlike alcohols, they are weak acids in solution.

13. The correct IUPAC name for OH

is

Br Br
(a) 1,3-dibromophenol.
(b) 2,4-dibromophenol.
(c) 3,5-dibromophenol.
(d) 1,5-dibromophenol.

14. All of the following general formulas except one represent an ether. The exception is
(a) R–O–R.
(b) R–O–Ar.
(c) R–O–H.
(d) Ar–O–Ar.

15. What is the IUPAC name for the ether whose common name is ethyl propyl ether?
(a) 1-ethoxypropane
(b) 2-ethoxypropane
(c) 1-propoxyethane
(d) 2-propoxyethane

16. In chemical reactivity, ethers resemble

(a) alkanes.
(b) alkenes.
(c) alcohols.
(d) phenols.

17. Which of the following molecules contains both an alkoxy group and a hydroxy group?
a) CH3 O CH3
b) CH3 O CH2 O CH3
c) CH3 O CH2 O H
d) CH3 CH2 O H

18. The heating of phenyl methyl ether with HI produces

(a) Iodobenzene
(b) Phenol
(c) Benzene
(d) Ethyl chloride

19. Which of the following gives positive iodoform test?

20.

21. CH3—O—CH (CH3)2 + HI → Products is/are

22.

The product ‘Z’ is

(a) Benzaldehyde
(b) Benzoic acid
(c) Benzene
(d) Toluene
23. Which one of the following compounds has the most acid nature?

24. Among the following sets of reactants which one produces anisole?
(a) CH3CHO : RMgX
(b) C6H5OH; NaOH, CH3I
(c) C6H5OH, neutral FeCl3
(d) C6H5 —CH3; CH3COCl; AlCl3

25. The electrophile involved in Riemer-Tiemann reaction of phenol with CHCl3 in presence
of NaOH

26. Arrange the following in decreasing order of acidic character:

(a) IV > III > I > II

(b) II > IV > I > III
(c) I > II > III > IV
(d) III > I > II > IV

27.

(a) Etard reaction

(b) Gattermann Koch reaction
(c) Williamson synthesis
(d) Esterification

28. Identify ‘C’ in the following:

(a) Water
(b) Ethanol
(c) Propanone
(d) Cumene hydroperoxide
29.

30. Find the product of the given reaction:

31. Monochlorination of toluene in sunlight followed by hydrolysis with aq. NaOH yields
(a) o-Cresol
(b) m-Cresol
(c) 2, 4-Dihydroxytoluene
(d) Benzyl alcohol

32. How many alcohols with molecular formula C4H10O are chiral in nature?
(a) 1
(b) 2
(c) 3
(d) 4

33. What is the correct order of reactivity of alcohols in the following reaction?

(a) 1° > 2° > 3°

(b) 1O < 2° > 3°
(c) 3° > 2° > 1°
(d) 3° > 1° > 2°

34. CH3CH2OH can be converted into CH3CHO by __________ .

(a) catalytic hydrogenation
(b) treatment with LiAlH4
(c) treatment with pyridinium chlorochromate
(d) treatment with KMnO4
35. IUPAC name of the compound

is _________ .
(a) 1-methoxy-l-methylethane
(b) 2-methoxy-2-methylethane
(c) 2-methoxypropane
(d) isopropylmethyl ether

36. Which of the following species can act as the strongest base?

37. The correct order of boiling point of primary (1°), secondary (2°) and tertiary (3°)
alcohols is
(a) 1° > 2° > 3°
(b) 3° > 2° > 1°
(c) 2° > 1° > 3°
(d) 2° > 3° > 1°

38. The correct acidic strength order of the following

(a) I > II > III

(b) III > I > II
(c) II > III > I
(d) I > III > II

39. Which compound is predominantly formed when phenol is allowed to react with bromine
in aqueous medium?
(a) Picric acid
(b) O-Bromophenol
(c) 2, 4, 6-Tribromophenol
(d) p-Bromophenol

40. Phenols are more acidic than alcohols because

(a) Phenoxide ion is stablised by resonance
(b) Phenols are more soluble in polar solvents
(c) Phenoxide ion does not exhibit resonance
(d) Alcohols do not lose H atoms at all

41. The compound B is formed in the sequence of the reaction given below:

The compound B is
(a) Salicylaldehyde
(b) Benzoic acid
(c) Salicylic acid
(d) Cinnamic acid

42. Which of the following reagents cannot be used to distinguish between phenol and benzyl
alcohol?
(a) FeCl3
(b) Litmus soln
(c) Br2/CCl4
(d) All of these

43. Identify Z in the series

44. 1-propanol and 2-propanol can be best distinguished by

(a) Oxidation with KMnO4 followed by reaction with Fehling solution.
(b) Oxidation with acidic dichromate followed by reaction with Fehling solution.
(c) Oxidation by heating with copper followed by reaction with Fehling solution.
(d) Oxidation with concentrated H2SO4 followed by reaction with Fehling solution.

42.
In the above sequence Z is
(a) Toluene
(b) Cresol
(c) Benzene
(d) Benzol

TYPE II MULTIPLE-CHOICE QUESTIONS

1. In which of the following pairs of names do both names represent the same alcohol?
a) 2-propanol and propyl alcohol
b) 1-propanol and isopropyl alcohol
c) 2-methyl-2-propanol and isobutyl alcohol
d) more than one correct response
e) no correct response

2. Which of the following is a correct name-composition pairing for an alcohol?

a) 2-methylpentanol; 6 carbon atoms and 2 OH groups
b) ethylene glycol; 3 carbon atoms and 2 OH groups
c) glycerol; 3 carbon atoms and 3 OH groups
d) more than one correct response
e) no correct response

3. The solubility of alcohols in water

a) decreases as the carbon chain length increases.
b) decreases as the number of –OH groups present increases.
c) increases with increasing molecular mass.
d) more than one correct response
e) no correct response
4. In a secondary alcohol, the hydroxyl-bearing carbon atom
a) is always involved in a double bond.
b) is attached to two other carbon atoms.
c) cannot be bonded to hydrogen atoms.
d) more than one correct response
e) no correct response

5. Which of the following conditions for an alcohol dehydration reaction with H2SO4 as the
catalyst will produce an ether?
a) 1º alcohol, 180ºC
b) 2º alcohol, 140ºC
c) 1º alcohol, 140ºC
d) more than one correct response
e) no correct response

6. For which of the following intramolecular alcohol dehydrations is Saytzeff’s rule needed to
predict
the structure of the alkene formed in the greatest amount?
a) 1-propanol
b) 2-propanol
c) 1-butanol
d) more than one correct response
e) no correct response

7. For which of the following alcohol oxidations is the listed oxidation product incorrect?
a) primary alcohol; aldehyde
b) secondary alcohol; ketone
c) tertiary alcohol; carboxylic acid
d) more than one correct response
e) no correct response

8. Which of the following is an incorrect IUPAC name for a phenol derivative?

a) 1-chlorophenol
b) 2,5-dibromophenol
c) 3-methylphenol
d) more than one correct response
e) no correct response

9. Ethers may be viewed as derivatives of water in which both hydrogen atoms have been
replaced with
a) hydrocarbon groups.
b) hydroxyl groups.
c) alkoxy groups.
d) more than one correct response
e) no correct response

10. In which of the following pairs of names do both names represent the same ether?
a) diethyl ether and 1,2-diethoxyethane
b) methyl isopropyl ether and 1-methoxypropane
c) ethyl isopropyl ether and 2-ethoxypropane
d) more than one correct response
e) no correct response

11. Which of the following is a characteristic property of thiols?

a) extremely strong odors
b) abnormally high boiling points
c) strong resistance to oxidation
d) more than one correct response
e) no correct response

12. Which of the following compounds contains two oxygen atoms?

a) 1,3-dimethoxybenzene
b) methoxycyclohexane
c) 2-ethoxy-1-propanol
d) more than one correct response
e) no correct response

13. Which of the following compounds is not a constitutional isomer of 1-butanol?

a) diethyl ether
b) 2-methyl-2-propanol
c) 2-methoxypropane
d) more than one correct response
e) no correct response