ALCOHOLS

1. An industrial method for the preparation of methanol is

1) By reacting CH4 with steam at 900oC with a nickel catalyst
2) By reduction of HCHO with LiAlH4
3) By catalytic reduction of CO in presence of ZnO- Cr 2O3
4) By reaction of HCHO with NaOH(aq)
2. The conversion
O

H3C
OH
H3C
O ?
H3C CH3
can be effected using
1) LiAlH4 and then H+ 2) NaBH4 and then H+
3) H2/Pt carbon 4) All
3. If phenyl magnesium bromide and acetaldehyde are the reactants , the product formed
after the hydrolysis would be:
1) Benzyl alcohol 2) 1-phenyl ethanol 3) 2-phenylethanol 4) Acetone
Br

CH3
alc . KOH HBr / peroxide CH 3ONa
H3C A B C
4.

In the above reaction sequence , the final product is

1) Diethylether 2) 1-methoxy propane 3) isopropyl alcohol 4) propylene glycol

5. The order of solubility of I, II, III in water

I) CH3OCH3 II) CH3OH III) C2H5OH

1) I > II> III 2) I < II < III 3) II > III > I 4) II > I > III
6. Find out the correct product of the following reaction
CH 3CH 2 Br dry Ag 2O

CH3
H3C H2C CH2 H3C O CH3 H3C OH
1) 2) 3) 4)
7. Which of the following alcohols will undergo easiest dehydration?
OH

CH3 OH
-
O + CH3
N
O Cl
1) 2)
 OH

OH CH3

CH3
O
CH3
3) 4)

8. How many structures of final products are possible?

2 bu tan ol

Conc . H 2 SO4 Br2 / CCl4
C4 H 8 Br2

1) 2 2) 5 3) 6 4) 3
9. Which of the following alcohols donot give white turbidity on treatment with
HCl/ZnCl2 ?
N

CH3

OH H3C OH
H CH3
CH 3CH 2OH HO CH3
A) B) C) D)
1) A, C 2) A, B, C 3) A, B, C, D 4) B, C
10. Alcohols can be replaced by Cl group by the following reagents
Cl2 SOCl2 PCl5 HCl ZnCl2
a) b) C) d)
1) A, B, C 2) B, C, D 3) A, B 4) A, B, C, D
11. Compound A is an optically active alcohol. Treatment with oxidising agent converts it to
a ketone B. In a separate reaction A is treated with PBr3, converting it into C. C on

CH3
CH3
H3C
OMgBr
CH3
reaction with Mg is added to B to yield . Identify the correct
options
A) A is 2-butanol B) A is 1-butanol

C) C is 2-bromobutane D) C is 1-bromobutane

1) A, B 2) A, C 3) B, C 4) B, D
12. Which is the best reagent to convert cyclohexanol into cylclohexene?
1) Conc.HCl 2) Conc. HBr 3) Conc. H3PO4 4) Conc. HCl and ZnCl2
13. A compound X undergoes reduction with LiAlH4 to yield Y. when vapours of Y
are passed over freshly reduced copper at 300oC. X is formed. What is Y?
1) CH3COCH3 2) CH3CHO 3) CH3CH2OH 4) CH3-O-CH3
14. The Order of esterification of alcohol is
1) Tertiary > secondary > primary 2) secondary > Tertiary > primary
3) Primary > secondary > tertiary 4) none of these
15. In Grignard synthesis of 2-phenyl -2-butanol, which of the following pair of compound
can be used as starting material?
 C6 H 5COCH 2CH 3 and CH 3 Br C6 H 5CH ( Br )CH 3 and CH 3CHO
1) 2)

C6 H 5CHO and (CH 3 ) 4 C C6 H 5 Br and (CH 3 )3 CCHO

3) 4)

16. If 4-methyl-2-pentene is refluxed with dilute sulphuric acid, hydration reaction takes
place. On principle, how many different alcohols would be formed?
1) 5 2) 2 3) 4 4) 4
17. Which of the following agent is used for the conversion of RCOOH to RCH 2OH?
1) LiAlH4 2) NaBH4 3) K2Cr2O7 4) KMnO4
18. The best method to prepare 3-methyl butan-2-ol from 3-methyl but-1-ene
1) Addition of water in presence of dil. H2SO4
2) Addition of HCl followed by reaction with dil.NaOH
3) Hydroboration oxidation reaction
4) Reimer Tiemann reaction
19. Which of the following reagents cannot be used to oxidise primary alcohols to
aldehydes?
1) Cr2O3 in ahydrous medium 2) KMnO4 in acidic medium

3) Pyridinium chlorochromate 4) Heat in the presence of Cu at 573K

20. Which of the following is not a characteristic of alcohol?

1) They are lighter than water
2) Theit boiling points rise fairly uniformly with rising molecular weight
3) Lower members are insoluble in water and organic solvents but the solubility
regularly increases with molecular mass
4) Lower members have a pleasant smell and burning taste, higher members are colour less
and tasteless
21. Propanone on reaction with alkyl magnesium bromide followed by hydrolysis will
produce
1) Primary alcohol 2) secondary alcohol

3) tertiary alcohol 4) carboxylic acid

22. Conversion of ethyl alcohol into acetaldehyde is an example of

1) Hydrolysis 2) oxidation 3) reduction 4) molecular rearrangement
23. The enzyme which can catalyse the conversion of glucose to ethanol is
1) Invertase 2) zymase 3) maltose 4) diastase
24. Methyl alcohol is industrially prepared by the action of
1) CH3COCH3 2) CO+ H2 3) CH3COOH 4) C2H5OH
25. Which of the following statements is not correct about methanol?
1) It is used for drinking purposes
2) It is highly poisonous compound
3) It can be prepared by reduction of formaldehyde with LiAlH 4
4) It is miscible with water in all proportions
26. How many alcohols with molecular formula C4H10O are chiral in nature?
1) 1 2) 2 3) 3 4) 4
27. Arrange the following compounds in increasing order of boiling point
Propan-1-ol, butan-1-ol, butan-1-ol, pentan-1-ol
1) Propan-1-ol, butan-2-ol, butan-2-ol, pentan-1-ol
2) Propan-1-ol, butan-1-ol, butan-2-ol, pentan-1-ol
3) Pentan-1-ol, butan-2-ol, butan-1-ol, propan-1-ol
 4) Pentan-1-ol, butan-1-ol, butan-2-ol, propan-1-ol
28. An alcohol , on oxidation, produces a ketone with the same number of carbon atoms.
When the ketone is oxidised , it yield an acid with a fewer carbon atoms. The alcohol
could be
1) Primary alcohol 2) secondary alcohol 3) tertiary alcohol 3) non e of these
29. The intermediate formed during the dehydration of alcohol is
1) Carbanion 2) carbonium ion 3) free radical 4) carbine
30. Among the following alcohols, which is the least soluble in water?
1) Ethyl alcohol 2) C4H9OH 3) C5H11OH 4) C12H25OH
31. Methanol is manufactured by passing( under pressure) a mixture of watergas and excess
of hydrogen over heated
1) Platenised asbestos 2) cobalt chloride 3) Zn and Cr oxides 4) finely
divided metal
32. Alcohols are soluble in water due to formation of
1) Covalent bonds 2) ionic bonds 3) hydrogen bonds with water 4)
none of these
33. The alkaline hydrolysis of esters is known as
1) Hydration 2) esterification 3) dehydration 4) saponification
34. How many isomers of C5H11OH will be primary alcohols?
1) Four 2) Five 3) Three 4) Two
35. The major product obtained in the reaction
2
CH 3CH 2C CH
Hg H,2HO3O

CH 3CH 2CH 2CH (OH ) 2

CH 3CH 2CH CHOH
1) 2)

CH 3CH 2CH 2CHO CH 3CH 2COCH 3

3) 4)

36. Ethyl iodide reacts with moist silver oxide to produce

1) Ethane 2) propane 3) ethyl alcohol 4) diethyl ether
37. Which of the following is highly acidic?
1) Water 2) methanol 3) ammonia 4) acetylene
38. Which of the following alcohols will dehydrate most rapidly when treated with H 2SO4
1) 3,3 dimethyl butan-2-ol 2) 3-methyl butan-2-ol

3) 2, 3 dimethyl butan-2-ol 4) butan-1-ol

39. The hydrogen bonding ability of 1o, 2o, 3o alcohols

1) 1o> 2o> 3o 2) 2o >1o> 3o 3) 3o>1o>2o 4) 2o >3o >1o
40. Which of the following exhibit hydrogen bonding?
A) Chloroform B) ethyl alcohol C) acetic acid D)
dimethyl ether
1) A, B, C 2) only B 3) A, B, D 4) B, C, D

1-10 3 1 2 2 3 3 4 2 1 2
11-20 2 2 3 3 1 1 1 1 2 3
21-30 3 2 2 2 1 1 1 2 2 4
31-40 3 3 1 1 4 3 1 3 1 4