Alcohl Phenol Ether

DPP

1. 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
2. How many alcohols with molecular formula C4 H10 O are chiral in nature?
(a) 1 (b) 2 (c) 3 (d) 4
3. What is the correct order of reactivity of alcohols in the following reaction?
ZnCl2
R − OH + HCl ⟶ R − Cl + H2 O
(a) 1∘ > 2∘ > 3∘ (b) 1∘ < 2∘ > 3∘ (c) 3∘ > 2∘ > 1∘ (d) 3∘ > 1∘ > 2∘
4. CH3 CH2 OH can be converted into CH3 CHO by _____________.
(a) catalytic hydrogenation
(b) treatment with LiAlH4
(c) treatment with pyridinium chlorochromate
(d) treatment with KMnO4
5. The process of converting alkyl halides into alcohols involves
(a) addition reaction (b) substitution reaction
(c) dehydrohalogenation reaction (d) rearrangement reaction
6. Which of the following compounds is aromatic alcohol?
CH2OH CH2OH

CH3
(A) (B) (C) (D)

(a) A, B, C, D (b) A, D (c) B, C (d) A

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Alcohl Phenol Ether
7. Give IUPAC name of the compound given below.

CH3 — CH — CH 2 — CH 2 — CH — CH3
| |
Cl OH

(a) 2-Ch1oro-5-hydroxyhexane (b) 2-Hydroxy-5-ch1orohexane

(c) 5-Ch1orohexan-2-o1 (d) 2-Ch1orohexan-5-o1
8. IUPAC name of m-creso1 is
(a) 3-methy1pheno1 (b) 3-chloropheno1
(c) 3-methoxypheno1 (d) berizene-1,3-dio1
9. IUPAC name of the compound CH3 — CH — OCH3
|
CH3

(a) 1 -methoxy-1-methylethane (b) 2-methoxy-2-methy1ethane

(c) 2-methoxypropane (d) isopropylmethyl ether
10. Which of the following species can act as the strongest base?
(a) –OH (b) –OR
(c) –OC6H5 (d) –O

NO2
11. Which of the following compounds will react with sodium hydroxide solution in water?
(a) C6 H5OH (b) C6 H5CH2OH
(c) (CH3)3 COH (d) C2H5OH
12. Phenol is less acidic than_______
(a) ethanol (b) o-nitrophenol
(c) o-methylphenol (d) o-methoxyphenol
13. Which of the following is most acidic?
(a) Benzyl alcohol (b) Cyclohexanol
(c) Phenol (d) m-Chlorophenol

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Alcohl Phenol Ether
14. Mark the correct order of decreasing acid strength of the following compounds.
OH

NO2
NO2
(A) (B) (C) (D) (E)
(a) E > D > B > A > C (b) B > D > A > C > E
(c) D > E > C > B > A (d) E > D > C > B > A
15. Mark the correct increasing order of reactivity of the following compounds with HBr/HC1.
CH2OH

NO2

(A) (B) (C)

(a) A < B < C (b) B < A < C (c) B < C < A (d) C < B < A
16. Arrange the following compounds in increasing order of boiling point.
Propan-1-ol, butan-1-ol, butan-2-o1, pentan- l-o1
(a) Propan-1-ol, butan-2-ol, butan-1-o1, pentan-1-o1
(b) Propan-1-ol, butan-l-ol, butan-2-o1, pentan-1-o1
(c) Pentan-1-o1, butan-2-ol, butan-l-ol, propan-1-o1
(d) Pentan-1-o1, butan-1-ol, butan-2-ol, propan-1-o1
Note : In the following questions a statement of assertion followed by a statement of reason is
given. Choose the correct answer out of the following choices.
(a) Assertion and reason both are correct and reason is correct explanation of assertion.
(b) Assertion and reason both are wrong statements.
(c) Assertion is correct statement but reason is wrong statement.
(d) Assertion is wrong statement but reason is correct statement.

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Alcohl Phenol Ether
(e) Both assertion and reason are correct statements but reason is not correct explanation of
assertion.
17. Assertion : Addition reaction of water to but-1-ene in acidic medium yields butan- l-o1
Reason : Addition of water in acidic medium proceeds through the formation of primary
carbocation.
18. Assertion : p-nitrophenol is more acidic than phenol.
Reason : Nitro group helps in the stabilisation of the phenoxide ion by dispersal of negative
charge due to resonance.
19. Assertion : IUPAC name of the compound
CH3 — CH — O — CH 2 — CH3
|
2-Ethoxy-2-methylethane.
CH3

Reason : In IUPAC nomenclature, ether is regarded as hydrocarbon derivative in which a

hydrogen atom is replaced by —OR or —OAr group [where R = alkyl group and
Ar = aryl group]
20. Assertion : Bond angle in ethers is slightly less than the tetrahedral angle
Reason : There is a repulsion between the two bulky (—R) groups.
21. Assertion : Boiling point of alcohols are higher than ethers.
Reason : Alcohols can form intermolecular hydrogen-bonding.
22. Assertion : Like bromination of benzene, bromination of phenol is also
carried out in the presence of Lewis acid.
Reason : Lewis acid polarises the bromine molecule.
23. Assertion : o-Nitrophenol is less soluble in water than the m- and p-isomers.
Reason : m- and p- Nitrophenols exist as associated molecules.
24. Assertion : Ethanol is a weaker acid than phenol.
Reason : Sodium ethoxide may be prepared by the reaction of ethanol with aqueous NaOH.
25. Assertion : Phenol forms 2, 4, 6 — tribromophenol on treatment with Br2
in carbon disulphide at 273K.
Reason : Bromine polarises in carbon disulphide.
26. Assertion : Phenols give o– and p-nitrophenol on nitration with conc.
HNO3 and H2SO4 mixture.
Reason : — OH group in phenol is o-, p- directing.
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Alcohl Phenol Ether

Answers

1. (d) 2. (a) 3. (c) 4. (c) 5. (b)

6. (c) 7. (c) 8. (a) 9. (c) 10. (b)
11. (a) 12. (b) 13. (d) 14. (b) 15. (c)
16. (a) 17. (b) 18. (a) 19. (d) 20. (d)
21. (a) 22. (d) 23. (e) 24. (c) 25. (b)
26. (a)