TOPIC: Alcohols SUBJECT: CHEMISTRY

RISHI MEDICAL & IIT ACADEMY

Near New Rishi School, Bayammathota, Mahabubnagar KASSA

2) Secondary alcohol
O 3) Tertiary alcohol
01. Which is the enol form of || 4) An alkane
CH 3  C  CH 3 07. Identify the product [Z] in the given
sequence of reaction
OH OH
1) || 2) |
CH 3  C  CH 3 CH 3  C  CH 2
3) CH 3  CH 2  CH 2OH
4) CH 2  CH  OH
02. IUPAC nomenclature of
CH 3  CH  CH  CH 3
| | 1)
OH OH
1) 2,3-dihydroxy butane
2) 2-hydroxy butab-2-ol
3) butane-2,3-diol
4) 2-hydroxy butan-3-ol
03. 2,4-dimethyl-3-pentanol is a 2)
1) Primary alcohol
2) Secondary alcohol
3) Tertiary alcohol
4) Dihydric alcohol
04. Which among the following contain
alcoholic group as a main functional
group? 3)
4) None of these
08. Ketones can be converted to 30 alcohols by
1) Reduction
2) Oxidation
3) Reaction with RMgX followed by
hydrolysis
4) All of these
09. Iso-butylene when subjected to
hydroboration oxidation reaction yields
1) sec-butyl alcohol
05. Which of the following is a tertiary 2) tert-butyl alcohol
alcohol? 3) iso-butyl alcohol
1)  CH 3 2 CHCH 2OH 4) n-butyl alcohol
2) CH 3CH 2CH 2CH 2OH 10. Tertiary alcohol can be prepared from
1) Ketone and NaBH4
3) CH 3CH 2CH 2OH 2) Aldehyde and RMgX
4)  CH 3 3 COH 3) RCOOC2H5 and RMgX
4) HCOOC2H5 and RMgX
06. 11. Which one is preferable reagent for given
reaction?
RCH 2  X  HO  CH 2 R
1)  H 2O  KOH  2)  ROH  KOH 
Compound “A” will be 3)  ROH  KOH  /  4)  H 2O  KOH  / 
1) Primary alcohol

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TOPIC: Alcohols SUBJECT: CHEMISTRY
12. Ethyl alcohol is the hydrolysis product of
1) C2H2Cl 2) CH3CHO
3) C2H4 4) C2H5Mgl
13. Which of the following is lucas reagent?
1) Ammonical silver nitrate
2) Br2/CCl4
3) dry ZnCl2/con.HCl
4) alk.KMnO4
14.
3) 4)
( i ) B2 H 6 H 2 SO4
18. CH 3CH  CH  CH 2  X  Y
Reaction happens via 0
( ii ) H 2O2 / OH 140 C
1) SN1 2) SN2 What is Y?
3) SNi 4) ArSN1 1) CH 3  CH  CH 2  CH 2  O  CH 2  CH 2  CH  CH 3
H / H 2O  | |
15. CH 3CH  CH 2   major CH 3 CH 3

product is CH 3  CH  CH  CH 2
2) |
CH 3
OH
1) 2) | CH 3  CH  CH  O  CH  CH  CH 3
CH 3CHCH 3 3) | | | |
CH 3 CH 3 CH 3 CH 3
CH 3CH  CH 2
3) CH 3CH 2CH 2OH 4) | | CH 3 CH 3
OH OH | |
4) CH 3  C  O  C  CH 3
16. SN1 mechanism is observed in | |
C2 H 5 C2 H 5
1) 19.
2) R  OH  SOCl2 
aq. KOH
3) R  X 
B H / THF
4) CH 2  CH 2 
2 6
 Final product Z is
H 2O2 / OH
17. CH 3  CH  CH 2CH 2OH
1) |
CH 3
CH 3  O  CHCH 2CH 3
Br2 / Fe
2) |
A  B CH 3
What is the major product B?
CH 3  CH  O  CH 2  CH 3
3) |
CH 3
1) CH 3CH 2  CH  CH 2OH
CH 3  CH  CH 2 4) |
2) | | CH 3
Br Br 20. Which of the following is correct order for
acidic strength
1) H2O > ROH > NH3 > RH
2) H2O > ROH > RH > NH3
3) H2O < ROH < NH3 < RH
4) H2O = ROH > NH3 > RH

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TOPIC: Alcohols SUBJECT: CHEMISTRY
21. Correct order for the acidity for alcohols 1) Oxidation method 2) Lucas test
will be 3) Victor Meyer’s method
1) CH3OH > 20 > 30 > 10 4) All of these
2) CH3OH > 10 > 20 > 30 31. Alcoholic beverages contains mainly
3) CH3OH > 30 > 20 > 10 1) Glycerol 2) Ethyl alcohol
4) 30 > 20 > 10 > CH3OH 3) Methyl alcohol 4) Isopropyl alcohol
22. Which of the following can be used for the 32. Which of the following reaction conditions
detection of different types of alcohols? by used for the conversion of ethanol to
1) FeCl3 test ethylene.
2) NaHCO3 test 1) conc.H2SO4/700C 2) dil.H2SO4/1400C
3) Dry Ether + ZnCl2 3) dil.H2SO4/1000C 4) conc.H2SO4/1700C
4) Conc.HCl + anhy.ZnCl2 33. The reaction between an alcohol and
23. Reaction of tertiarty butyl alcohol with hot carboxylic acid leads to the formation of
Cu at 3500C produces 1) Aldehyde 2) Ester
1) Butanol 2) Butanal 3) Ketone 4) Isopropyl alcohol
3) 2-Butene 4) 2-methyl propene 34. Lowest boiling point is for
24. In the Lucas test of alcohols, appearance of 1) Butanol 2) Pentanol
cloudiness is due to the formation of 3) 2-methyl propan-2-ol
1) Aldehydes 2) Ketones 4) 2-methyl butan-2-ol
3) Acid Chloride 4) Alkyl chloride 35. Boiling point will be least for
25. Butanonitrile may be prepared by heating
1) Propyl alcohol with KCN
2) Butyl alcohol with KCN
3) Butyl chloride with KCN
4) Propyl chloride with KCN
26. The order of reactivity of alcohols with
sodium metal is 36. Highest boiling point is for
1) 30 > 20 > 10 2) 10 > 20 > 30 1) Methanol 2) Ethanol
3) 20 > 30 > 10 4) 30 < 20 > 10 3) Butanol-1 4) Propanol-1
27. Which of the following alcohols can be 37. Which of the following alcohol is not
most easily dehydrated? oxidized by PCC:
1) n-butyl alcohol 2) sec-butyl alcohol
CH 3  CH  OH
3) iso-butyl alcohol 4) ter-butyl alcohol
1) C2 H 5OH 2) | 38.
CH 3
CH 3
|
3) CH 3  CH  OH 4) CH 3CH 2CH 2OH
|
CH 3 What is the major product A?
28. Which among the following compounds is
most acidic in character:
1) HOH 2) CH3OH
OH
|
3) CH3CH2OH 4) CH 3  C  CH 3
| 1) 2)
CH 3
29. The reaction 2 ROH  2 Na  2 RONa  H 2
suggests that alcohols are
1) Basic 2) Amphoteric
3) Neutral 4) Acidic
30. Primary, secondary and tertiary alcohols 3) 4)
are distinguished by

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TOPIC: Alcohols SUBJECT: CHEMISTRY
39. Which of the following is the correct 43.
increasing order of boiling point of
following compounds?
I. CH 3  CH 2  CH 2  OH
CH 3  CH  CH 3
II. |
OH
III. CH 3  O  CH 2  CH 3
1) II < I < III 2) III < II < I
3) I < II < III 4) II < III < I
40. Arrange the following in the correct order
of ease of dehydration?

44. A compound X with molecular formula

C3H8O can be oxidized to a compound Y
with the molecular formula C3H6O2.X is
most likely to be
1) I > III > II > IV 2) IV > III > II > I 1) Primary alcohol 2) Secondary alcohol
3) IV > II > III > I 4) III > IV > II > I 3) Aldehyde 4) Ketone
41. 45. In the given reaction

[X] will be
1) LiAlD4/D2O 2) NaBD4/H2O
Product A and B can be distinguished by
3) LiAlD4/HOH 4) NaBH4/D2O
1) Sodium metal
46. Propene, CH3 – CH = CH2 can be
2) Neutral FeCl3
converted into 1-propanol by oxidation.
3) Lucas reagent
Which set of reagents among the following
4) Esterification reaction
is ideal to effect the conversion:
OH OH OH 1) H2O 2) B2H6, H2O2
42. | | | what is 3) H2SO4 4) None of these
CH 2  CH  CH 2  HI  X Ozonolysis Zn / CH 3COOH
 excess  47. CH  CH   X   Y is:
X? 1) HOH2C – CH2OH
I I I 2) CH3CH2OH
1) | | | 3) CH3COOH
CH 2  CH  CH 2 4) CH3OH
48. R-CH = CH2 reacts with B2H6 in presence
I of H2O2 to give:
2) | 1) RCOCH3 2) RCHOHCH2OH
CH 2  CH  CH 2 3) RCH2CH2OH 4) RCH2CHO
3) CH 3  CH  CH 2  3 1O
 2 H 2O / Zn   A    B 
LiAlH 4
49. RCH  CH 2 
CH 3  CH  CH 3 Product (B) is
4) | 1) RCHO + HCHO
I 2) RCHO + HCOOH

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TOPIC: Alcohols SUBJECT: CHEMISTRY
3) RCOOH + HCOOH
4) RCH2OH + CH3OH
50. Reaction involving anti addition is

H / H 2O
1) CH 2  CH 2  
HX
2) CH 3CH  CH 2 
Hg ( OAc )2 / H 2O 4)
3) CH 3CH  CH 2  NaBH 4

B2 H 6 /THF
4) CH 2  CH 2 
H 2O2 / OH

51. Rate of hydration of
54.
In the above transformation ‘X’ could be
1) NaBH4|C2H5OH|H3O+
2) N2H4|OH–|Glycol|
3) LiAlH4|El2O|H3O+
4) DIBAL-H|THF|H3O+
55. Identify end products A, B and C of the
will be in order: following:

i  D
1) I < II < III 2) I < III < II CH3CH  CH 2 
 ii  H 2O  A;
3) II < I < III 4) III < II < I i  H 
CH3CH  CH 2 
 ii  D2O  B;

52. i  D
CH3CH  CH 2 
 ii  D2O  C;
X and Y are
CH3CHCH3 in all cases
1) |
OH
1)
2) Only X 2) CH3CH  OH  CH 2 D,
3) Only Y CH3CH  OD  CH3
4) None of these
CH3CH  OD  CH 2 D
CH3CHCH3 in all cases
3) |
53. OD
CH3CHCH 2 Din all cases
4) |
OD
Pd  BaSO4 / Quinoline
56. H  C  CH  H 2  A
1) HCl KOH aq .
 B  C . Here the ‘C’ is
1) Propane 2) Ethanol
3) Ethyne 4) Ethylene

2) 57.

1)

3)

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TOPIC: Alcohols SUBJECT: CHEMISTRY

2)

1) 2)

3)

4) 3) 4)
58. The order of reactivity of methyl alcohol 63. Dehydration of alcohols
(I), isopropyl alcohol (II), tertiary butyl
alcohol (III) and ethyl alcohol (IV) for
esterification in decreasing order will be
1) I > II > III > IV 2) IV > III > II > I
3) I > IV > II > III 4) I > IV > III > II
59. The correct order of the ease with which
primary, secondary and tertiary alcohols
can be dehydrate using concentrated
will be in order
H2SO4 is:
1) I < II < III < IV 2) I > II > III > IV
1) Tertiary > Secondary > Primary
3) III < II < I < IV 4) II < III < IV < I
2) Primary > Secondary > Tertiary
64. Which one of the following will most
3) Secondary > Tertiary > Primary
readily be dehydrate in acidic medium:
4) Secondary > Primary > Tertiary
60. 1-propanol and 2-propanol can be best
distinuished by:
1) Oxidation with alkaline KMnO4 followed 1)
by reaction with Fehling solution.
2) Oxidation with acidic dichromate followed
by reaction with Fehling solution.
3) Oxidation by heating with copper followed
by reaction with Fehling solution. 2)
4) Oxidation with conc. H2SO4
61. Identify (X) in the sequence:
K 2 Cr2O7 I2 +NaOH
C3 H8O  H 2SO 4
 C3H 6 O 
Warm
 CHI3 3)
X  O
1) CH 3  CH 2  CH 2OH 4) ||
CH 3  CH  CH 3 CH 3  C  CH 2  CH 2  CHOH  CH 3
2) | 65. What is ‘Z’ in the following sequence of
OH reactions?
PCl3 alc . KOH  i Conc . H SO
3) CH3 – O – CH2 – CH3 Z   X  Y 
 ii  H2O boil  Z
2 4

4) CH3 – CH2 – CHO

1) CH3CH2CH2OH 2) CH3CHOHCH3
3) (CH3CH2)2CHOH 4) CH3CH = CH2
66. Ethylene oxide when treated with Grignard
reagent yields
1) Primary alcohol 2) Secondary alcohol
62. 3) Tertiary alcohol 4) Cyclopropyl alcohol
67. The reagent required to covert propene to
1-propanol is
1) B2H6 followed by H2O2/NaOH

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TOPIC: Alcohols SUBJECT: CHEMISTRY
2) Conc.H2SO4 followed by hydrolysis with
boiling water.
3) HBr followed by hydrolysis with aqueous
KOH
3) 4)
4) Hg(OCOCH3)2 followed by reduction with
72. What is the correct order of reactivity of
NaBH4
alcohols in the following reaction?
68. Which of the following does not give ZnCl2
iodoform test R  OH  HCl   R  Cl  H 2O
1) CH3CH2OH 2) CH3CH2CH2CH2OH 1) 1°>2°>3° 2) 1°<2°>3°
3) (CH3)2CHOH 4) CH3COCH3 3) 3°>2°>1° 4) 3°>1°>2°
69. In the following sequence of reactions 73. CH3CH2OH can be converted into
CH 3  Br KCN H 3O 
 A  LiAlH 4
 B   C, CH3CHO by____
ether
1) catalytic hydrogenation
the end product (C) is: 2) treatment with LiAlH4
1) Methane 2) Acetaldehyde 3) treatment with pyridinium chlorochromate
3) Ethyl alcohol 4) Acetone 4) treatment with KMnO4
70. In the following reaction: 74. Hydroboration–Oxidation of CH3CH=CH2
CH 3 produces.
| 1) CH3CH2CH2OH 2) CH3CH(OH)CH3
H 2O / H 
H 3C  C  CH  CH 2   A B 3) CH3CH(OH)CH2OH 4) CH3COCH3
| 75. The compound which gives the most stable
CH 3 carbonium ion on dehydration.
CH 3  CH  CH 2OH
The major product is 1) |
CH 3 CH 3
| CH 3
1) CH 2  C  CH 2  CH 3 |
| | 2) CH 3  C  OH
OH CH 3 |
CH 3 CH 3
| 3) CH3CH2CH2CH2OH
2) H 3C  C  CH  CH 3
CH 3  CH  CH 2CH 3
| |
CH 3 OH 4) |
OH
CH 3 76. An alcohol on oxidation gives CH3COOH
| and CH3CH2COOH. The alcohol is
3) H 3C  C  CH 2  CH 2
1) CH3CH2OH
| |
2) CH3CH(OH)CH2CH3
CH 3 OH
3) (CH3)2C(OH)CH2CH3
CH 3 4) CH3CH(OH)CH2CH2CH3
| 77. Which of the following compounds on
4) H 3C  C  CH  CH 3 reaction with CH3MgBr will give a tertiary
| | alcohol?
OH CH 3 1) C2H5CHO 2) HCHO
71. Which of the following is not the product of 3) C2H5COOH 4) C2H5COCH3
78. 0.037 g of an alcohol R-OH was added to
CH3MgBr and the gas evolved measured
11.2ml at StP. The molecular mass of R—
dehydration of OH will be
1) 47 2) 79
3) 74 4) 77

1) 2)

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TOPIC: Alcohols SUBJECT: CHEMISTRY

Alcohols
ANSWERS
1 2 3 4 5 6 7 8 9 10 11 12 13 14 15
2 3 2 2 4 2 2 3 3 3 1 1 3 1 2
16 17 18 19 20 21 22 23 24 25 26 27 28 29 30
1 4 1 1 1 2 4 4 4 4 2 3 1 4 4
31 32 33 34 35 36 37 38 39 40 41 42 43 44 45
2 4 2 3 2 3 4 3 2 2 3 4 2 1 1
46 47 48 49 50 51 52 53 54 55 56 57 58 59 60
2 1 3 4 3 1 1 2 3 2 2 1 3 1 3
61 62 63 64 65 66 67 68 69 70 71 72 73 74 75
2 1 3 1 2 1 1 2 3 4 4 3 3 1 2
76 77 78
4 4 3

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