TOPIC: Carbonyl Compounds SUBJECT: CHEMISTRY

RISHI MEDICAL & IIT ACADEMY

Near New Rishi School, Bayammathota, Mahabubnagar KASSA

1) 3-Pentanone 2) Acetone
01. Ethyl methyl ketone is obtained by heating 3) Benzophenone 4) 2-Butanone
calcium salts of O
1) Formic acid + Propionic acid 12. Ketones || where R = R1 = alkyl
2) Acetic acid + Propionic acid R  C  R1
3) Acetic acid only group. It can be obtained in one step by
4) Acetic acid + methanoic acid 1) Hydrolysis of esters
02. CH 3C  N SnCl2 H 2O
 CH 3CH  NH  X . 2) Oxidation of primary alcohol
HCl
Find out X. 3) Oxidation of secondary alcohol
1) C2H5OH 2) C2H5CHO 4) Reaction of acid halide with alocohols
3) CH3CHO 4) C6H5CHO 13. From which of the following tertiary butyl
03. Ketone cannot be prepared by: alcohol is obtained by the action of methyl
1) Ozonolysis of alkenes magnesium iodide
2) Heating of calcium salts of acids 1) HCHO 2) CH3CHO
3) Epoxidation of alkenes with peracids 3) CH3COCH3 4) CO2
4) Oxidation of a glycol with periodic acid 14. Acetone does not form:
04. A carbonyl compound gives a positive 1) A phenylhydrazone with phenylhydrazine
iodoform test but does not reduce Tollen’s 2) A sodium bisulphate adduct with sodium
reagent or Fehling’s solution. It forms a bisulphate
cyanohydrins with HCN, which on 3) A silver mirror with Tollen’s reagent
hydrolysis gives a hydroxyl acid with a 4) Anoxime with hydroxylamine
methyl side chain. The compound is: 15. - CHO group on benzene nucleus –
1) Acetaldehyde 2) Propionaldehyde 1) Actives the ring
3) Acetone 4) Crotonaldehyde 2) Deactivates the ring
Pd / BaSO4  i  SnCl2 / HCl 3) Does not affect the ring
05. A   C6 H 5  CHO  B
H2  ii  H 2O 4) None of these

A and B respectively are HCN H3 O
1) Benzoyl chloride, benzonitrile
16. A   B   2- Hydroxy
propanoic acid, the compound B is:
2) Benzyl chloride, phenyl carbylamines
1) CH3CHO
3) Benzal dichloride, benzonitrile
2) Acetaldehyde cyanohydrins
4) Benzotrichloride, benzonitrile
3) Formaldehyde cyanohydrins
06. In aldehydes and ketons, carbon of
4) Acetone
carbonyl group is
17. Pentane – 2 – one differs from pentane – 3
1) sp3 hybridised 2) sp2 hybridised
one in that:
3) sp hybridized 4) Unhybridised
1) Pentane -2 – one does not give iodoform
07. Aldehydes are isomeric with
test
1) Ketones 2) Ethers
2) Pentane – 2- one gives iodoform test
3) Alcohols 4) Fatty acids
3) Pentane – 3 – one gives iodoform test
08. Which of the following compounds does not
4) Pentane – 2- one does not react with
contain an – OH group
NaHSO3
1) Phenol 2) Carboxylic acid
18. When propyne is tested with aqueous
3) Aldehydes 4) Alcohols
sulphuric acid in the presence of mercuric
09. Ethanedial has which functional group(s)
sulphate, the major product is:
1) One ketonic 2) Two aldehydic
1) Propanal
3) One double bond 4) Two double bond
2) Propyl hydrogen sulphate
10. IUPAC name of CCl3CHO is
3) Propanol
1) Chloral
4) Acetone
2) Trichloro acetaldehyde
19. Paraldehyde is:
3) 1,1, 1-trichloroethanal
1) A timer of formaldehyde
4) 2,2,2-trichloroethanal
2) A trimer of acetaldehyde
11. Which of the following is a mixed ketone
3) A hexamer of formaldehyde

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TOPIC: Carbonyl Compounds SUBJECT: CHEMISTRY
4) A hexamer of acetaldehyde 1) CH 3CH 2OH
20. Which one is the best method for reducing
2) CH 3COOH
3 – bromopropanal to 1 bromopropane?
BrCH2CH2CHO  BrCH2CH2CH3 CH 3  CH  CH 2  CHO
1) Wolf – Kishner reduction 3) |
2) Clemmensen reduction OH
3) Both (1) and (2) 4) CH 3  CH 3
4) None of these
21. Which compounds do not undergo 28. C2H5CHO and (CH3)2CO can be
Cannizzaro Reaction? distinguished by testing with
1) Methanal 1) Phenyl hydrazine
2) Tricholoroacetaldehyde 2) Hydroxylamine
3) Benzaldehyde 3) Fehling solution
4) Ethabal 4) Sodium bisulphate
22. Nucleophilic addition reaction will be most 29. Aldol condensation is given by:
favoured in 1) Aldehydes only having α-hydrogen atom
1) CH3CH2CHO 2) Aldehydes and ketones having α-hydrogen
2) CH3CHO atom
3) Ketones only having α-hydrogen atom
O
4) Aldehydes having no α-hydrogen atom
3) ||
30. Formaldehyde can be distinguished from
CH 3CH 2CH 2  C  CH 3
acetaldehyde by:
4) (CH3)2C = O 1) Fehling’s solution
23. Compound(A) C5H10O forms a phenyl 2) Schiff’s reagent
hydrazone and gives negative Tollen’s and 3) Iodoform test
iodoform tests. Compound(A) on reduction 4) Ammoniacal AgNO3
gives n – pentane. Compound (A) is: 31. Benzaldehyde and acetaldehyde can be
1) A primary alcohol distinguished by
2) An aldehyde 1) Iodoform test
3) A ketone 2) 2,4 DNP test
4) A secondary alcohol 3) NH3 reaction
24. Which of the following gives aldol 4) Wolff Kishner’s reduction
condensation reaction 32. Which of the following types of carbonyl
1) C6H5OH groups will produce an oxime on reaction
O with hydroxylamine?
2) || R  C  OH RC  H
C6 H 5  C  C6 H 5 1) || 2) ||
O O O
3) || R  C  OCH 3
CH 3CH 2  C  CH 3 R  C  NH  CH 3
3) || 4) ||
4)  CH 3 3 C  CO  C6 H 5 O O
25. Aldol condensation will not be observed in 33. Which is used as a preservative for
1) Chloral biological specimens?
2) Phenyl acetaldehyde 1) Formalin 2) Formic acid
3) Hexanal 3) Liquid NH3 4) Acetic acid
4) Ethanal 34. The reaction,
26. Which of the following compound will CH3CHO+H2N-NH2 CH3CH=N-NH2 is:
undergo self aldol condensation in the 1) Elimination 2) Addition
presence of cold dilute alkali 3) Addition – climination
1) C6H5CHO 2) CH3CH2CHO 4) None of the above
3) CH = C – CHO 4) CH2 = CH – CHO 35. Isopropyl alcohol on oxidation gives
27. Acetaldehyde when treated with dilute 1) Acetone 2) Acetaldehyde
NaOH gives 3) Ether 4) Ethylene

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TOPIC: Carbonyl Compounds SUBJECT: CHEMISTRY
36. Which of the following compound gives a 45. When acetylene is passed through
ketone with Grignard reagent dil.H2SO4 in presence of HgSO4, the
1) Formaldehyde 2) Ethylalcohol compound formed is:
3) Methyl cyanide 4) Methyl iodide 1) C2H5OH 2) Acetonre
37. The Clemmensen’s reduction of acetone 3) CH3CHO 4) Carbide of Hg
yields 46. Formalin is the commercial name of:
1) Ethanol 2) Ethanal 1) Formic acid
3) Propane 4) Propanol 2) Fluoroform
38.
Anly AlCl3
C6 H 6  CO  HCl   X  HCl 3) 40% aqueous solution of methanol
4) Paraformaldehyude
compound X is
47. Benzene on ozonolysis followed by
1) C6H5CH3 2) C6H5CH2Cl
hydrolysis with water in presence of zinc
3) C6H5CHO 4) C6H5COOH
powder gives:
39. The end product in the following sequence
1) Glyoxal 2) Diformyl
of reaction is
1% HgSO4 CH 3 MgX O 
3) Ethanedial 4) All
HC  CH   A   B   48. The reaction C6H5CHO + CH3CHO
20% H 2 SO4
dil . NaOH
1) Acetic acid 2) Isopropyl alcohol   C6H5CH = CHCHO is called
3) Acetone 4) Ethanol 1) Benzoin condensation
40. Which one of the following compounds is 2) Claisen condensation
prepared in the laboratory from benzene 3) Perkin reaction
by a substitution reaction? 4) Cannizzaro’s reaction
1) Glyoxal 49. Identify the product Y in the sequence
2) Cyclohexane CH 3CHO  CH 3Mgl  Ether H 2O / H 
 X  Y
3) Acetophenone
1) CH3OH 2) CH3CH2OH
4) Hexachlorocyclohexane
3) (CH3)2CHOH 4) (CH3)3COH
41. When a mixture of methane and oxygen is
50. Compound which gives acetone on
passed through heated molybdenum oxide,
ozonlysis
the main product formed is
1) Methanoic acid 2) Ethanal 1) CH 3  CH  CH  CH 3
3) Methanol 4) Methanal 2)  CH 3  2 C  C  CH 3  2
42. In the given reaction:
OH OH 3) C6 H 5CH  CH 2
| | 4) CH 3CH  CH 2
HlO4
CH 3  CH  C  CH 3    A   B  51. An alkene of molecular formula C9H18 on
| ozonolysis gives 2,2-dimethyl propanal & 2-
CH 3 butanone, then the alkene is
(A) and (B) respectively be 1) 2,2,4-trimethyl -3-hexene
1) CH3CHO and CH3CHO 2) 2,2,6-trimethyl-3-hexene
2) CH3COCH3 and CH3CHO 3) 2,3,4-trimethyl-2-hexene
3) CH3COCH3 and CH3COCH3 4) 2,2,4-trimethyl-2-hexene
4) CH3COOH and CH3COCH3 52. Benzyl alcohol and sodium benzoate is
43. The reduction of benzoyl chloride with obtained by the action of sodium hydroxide
H2/Pd – BaSO4 gives: on benzaldehyde. This reaction is known as
1) C6H5CHO 2) C6H5CH2OH 1) Perkin’s reaction
3) C6H5COOH 4) C6H5CH2CN 2) Cannizzaro’s reaction
44. Which reaction can produce R – CO – Ar 3) Sandmeyer’s reaction
species: 4) Claisen condensation
AlCl3 53. In the given reaction:
1) ArCOCl + H – Ar  
OH
2) ArCOCl + RMgX 
 |
 NaOH
Anhy AlCl3
3) RCOCl + H - Ar   A  B   CH 3  CH  CH  CHO
50 C
4) RCOCl + ArMgX   |
CH 3

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TOPIC: Carbonyl Compounds SUBJECT: CHEMISTRY
(A) and (B) will respectively be: 61. In the following sequence of reactions, the
1) CH3 – CH2 – CHO and CH3 – CH2 – CHO alkene affords compound ‘B’.
2) CH3 – CHO and CH3 – CH2 – CHO CH3CH = CHCH3  O3
 A  H 2O
Zn
B
3) CH3 – CHO and CH3 – CHO The compound B is?
CH 3 1) CH3CH2CHO 2) CH3COCH3
| 3) CH3CH2COCH3 4) CH3CHO
4) CH 3  CHO and CH 3  C  CHO 62. Which of the following on heating with
| aqueous KOH, produces acetaldehyde ?
CH 3 1) CH3COCl 2) CH3CH2Cl
54. In the reaction: 3) CH2 Cl CH2 Cl 4) CH3CHCl2
63. Silver Mirror test is given by which one of
the following compounds?
1) Acctone 2) Formaldehyde
3) Benzophenone 4) Acetaldehyde
[X] will be: 64. Iodoform can be prepared from all except:
1) Ethylmethyl ketone
2) Isopropyl alcohol
3) 3-Methyl-2-butanone
4) Isobutyl alcohol
65. The most suitable reagent for the
conversion of R – CH2 – OH→R-CHO
1) CrO3 2) PCC
3) KMnO4 4) K2Cr2O4
66. In the following sequence of reaction
KMnO4 SOCl2 H 2 / Pd
55. Which of the following does not give brick Toluene   A   B BaSO4
C
red precipitate with Fehling’s solution The product ‘C’ is
1) Acetaldehyde 2) Formalin 1) C6H5COOH 2) C6H5CH3
3) D-glucose 4) Acetone 3) C6H5CH2OH 4) C6H5CHO
56. Enol content is highest in 67. Identify A in the following
1) Acetone 2) Acetophenone CH2
3) Acetic acid 4) Acetyl acetone
57. Identify X,
1. B2 H 6 / THF
CH 3 
2. H O / OH 
A
2 2
|
CH 3 Mgl H 2O
H 3C  C  O  A  X : 1) cyclo hexane
dry ether
2) methyl cyclo hexane
1) CH3OH 2) CH3CH2OH
3) cyclohexyl methanol
3) CH3CHOHCH3 4) CH3C(OH)(CH3)2
4) methyl cyclo hexane carbaldehyde
58. Which on oxidation will not give a
68. (C6H5CH2)2Cd + 2X→
carboxylic acid with the same number of
carbon atoms:
1) CH3COCH3 2) CCl3CH2CHO
3) CH3CH2CH2OH 4) CH3CH2CHO
59. Urotropine is formed by the action of
ammonia on:
1) Acetaldehyde 2) Formaldehyde
3) Acetone 4) Phenol Identify X
Al  OC2 H 5 3 1) acetyl chloride 2) ethyl chloride
60. 2CH3CHO  CH3COOCH2CH3
This reaction is called: 3) vinyl chloride 4) methyl chloride
H 2O
1) Cannizzaro’s reaction 69. X + CH3MgBr  
2) Aldol condensation CH3COCH3 + NH3+MgBr(OH)
3) Claisen’s reaction Identify ‘X’
4) Tischenko reaction 1) ethyl cyanide 2) ethyl chloride

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TOPIC: Carbonyl Compounds SUBJECT: CHEMISTRY
3) ethane nitrile 4) methane nitrile 2) CH3CHO
3) CH3 – CH2 – OH
OH
|
70. 4) CH 3  C  CH 2  CHO
Name of above reaction is |
1) Wurtz reaction H
LiAlH 4 PCl3
2) Clemmenson reduction 77. CH 3  CHO   A   B.
3) Wolf-Kishner reduction Then ‘B’ is
4) Benzoylation 1) Ethyl alcohol 2) Acetic acid
3) Ethyl chloride 4) Acetaldehyde
78. Which product is formed when the
71.
Identify A and name the reaction
compound is reacted with
concentrated aqueous KOH solution?
1)

2)

3)

4)
72. Which of the following on hydrolysis with
dilute alkali followed by acidification gives
benzaldehyde.
1) Benzotrichloride 2) Benzal chloride 79. Addition of water to alkynes occurs in
3) Benzyl chloride 4) p-chlorotoluene acidic medium n dint eh presence of Hg2-
73. What will be the final product when ions as a catalyst. Which of the following
cyclohexa-2-enone is selectively reduced in products will be formed on addition of
MPV reaction? water to but-1-yne under these conditions.
1) Cyclohexanol 2) Cyclohex-2-enol O
3) Cyclohexanone 4) Benzene 1) ||
74. Aldol condensation, between which of the CH 3  CH 2  CH 2  C  H
following compounds followed by O
dehydration gives methyl vinyl ketone? 2) ||
1) Formaldehyde and acetone CH 3  CH 2  C  CH 3
2) Formaldehyde and acetaldehyde O
3) Two molecules of acetaldehyde 3) ||
4) Two molecules of acetone CH 3  CH 2  C  OH  CO2
OH O O
| 4) || ||
75. C6 H 5  C  CH3 Can be prepared from CH 3  C  OH  H  C  H
| 80. Which of the following compounds is most
C2 H5 reactive towards nucleophilic addition
1) C6H5COCH3 and C2H5MgBr reactions?
2) CH3CH2COCH3 and C6H5MgBr O O
3) C6H5COC2H5 and CH3MgBr 1) || 2) ||
4) All of these CH 3  C  H CH 3  C  CH 3
PCC OH 
76. CH 3  CH 2  OH   A  B
Then ‘B’ is
1) CH2 = CH2

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TOPIC: Carbonyl Compounds SUBJECT: CHEMISTRY

1) Tollen’s reagent
3) 2) Benzoyl isomers
3) I2 and NaOH solution
4) Sn and NaOH solution
86. Which of the following compounds will give
butanone on oxidation with alkaline
4) KMnO4 solution
81. The correct order of increasing acidic 1) Butan-1-ol 2) Butan-2-ol
strength is 3) Both of these 4) None of these
1) Phenol < Ethanol < Chloroacetic acid < 87. In Clemmensen Reduction carbonyl
Acetic acid compound is treated with
2) Ethanol < Phenol < Chloroacetic acid< 1) Zinc amalgam + HCl
Acetic acid 2) Sodium amalgam + HCl
3) Ethanol < Phenol < Acetic acid < 3) Zinc amalgam + nitric acid
Chloroacetic acid 4) Sodium amalgam + HNO3
4) Chloroacetic acid < Acetic acid < Phenol < 88. Which of the following compounds do not
Ethanol undergo aldo condensation ?
82. Cannizaro’s reaction is not given by 1) CH3 – CHO

2)
1) O
3) ||
CH 3  C  CH 3
CH 3
|
2) 4) CH 3  C  CHO
3) HCHO |
4) CH3CHO CH 3
40% H 2SO4 Isomerisation
CH 3 -C  CH 
1% HgSO4
 A  CH 3 -C-CH 3 89. Which of the following conversions can be
83. || carried out by Clemmensen Reduction?
O
1) Benzaldehyde into benzyl alcohol
Structure of ‘A’ and type of isomerism in 2) Cyclohexanone into cyclohexane
the above reactively. 3) Benoyl chloride into benzaldehyde
1) Prop-1-en-2-ol, metamerism 4) Benzophenone into diphenyl methane
2) Prop-1-en-1-ol, tatumerism 90. Through which of the following reactions
3) Prop-2-en-2-ol, geometrical isomerism number of carbon atoms can be increased
4) Prop-1-en-2-ol, tautomerism in
84. Compounds A and C in the following 1) Grignard reaction
reaction are 2) Cannizaro’s reaction
Hydroboration
 i  CH 3 MgBr
CH 3CHO  H 2 SO4 . 
A  oxidation
 B  C 3) Aldol condensation
 ii  H 2 O
4) HVZ reaction
1) identical
91. Benzophenone can be obtained by
2) positional isomerism
1) Benzoyl chloride + Benzene + AlCl3
3) functional isomerism
2) Benzoyl chloride + Diphenyl cadmium
4) optical isomers
3) Benzoyl chloride + Phenyl magnesium
85. Which is the most suitable reagent for the chloride
following conversion? 4) Benzene + carbon monoxide + ZnCl2
dry HCl
92. 2CH3COCH3  
 ‘X’. is
1) Mesityl oxide
2) Diacetone alcohol

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TOPIC: Carbonyl Compounds SUBJECT: CHEMISTRY
3) Acetic acid
4) Mesitylene
93. Metaldehyde is the product of the following
conc . H 2 SO4 .O  C
1) 4CH3 – CHO  
O
2) ||
conc . H 2 SO4 .roomtemp.
CH 3  C  CH 3 
conc . H 2 SO4 .roomtemp .
3) 3CH3CHO 
conc . H 2 SO4
4) C6H5 – CHO  
94. Acetaldehyde when treated with Conc.
H2SO4 at room temp. undergoes
trimerisation and forms
1) Metaldehyde 2) Aldol
3) Paraldehyde 4) acetaldoxime

Carbonyl Compounds
ANSWERS
1 2 3 4 5 6 7 8 9 10 11 12 13 14 15
2 3 3 3 1 2 1 3 2 4 4 3 3 3 2
16 17 18 19 20 21 22 23 24 25 26 27 28 29 30
2 2 4 2 3 4 2 3 3 1 2 3 3 2 3
31 32 33 34 35 36 37 38 39 40 41 42 43 44 45
1 2 1 3 1 3 3 3 3 3 4 2 1 3 3
46 47 48 49 50 51 52 53 54 55 56 57 58 59 60
3 4 2 3 2 1 2 2 4 4 4 4 1 2 4
61 62 63 64 65 66 67 68 69 70 71 72 73 74 75
4 4 2,4 4 2 4 3 1 3 4 1 2 2 1 4
76 77 78 79 80 81 82 83 84 85 86 87 88 89 90
4 3 2 2 1 3 4 4 2 3 2 1 2,4 2,4 1,2
91 92 93 94
2 3 3

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