VELAMMAL KNOWLEDGE PARK, PONNERI

BODHI CAMPUS – IIT/NEET ACADEMY

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IIT - WORK SHEET
Class: XII Subject: Chemistry
Topic: ALDEHYDES, KETONES & CARBOXYLIC ACIDS
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Multiple Choice Questions:
I. Carbonyl Compounds :
1. In which of the following reaction the final product is neither an acid nor an acid
salt.
A) Ph  CHO 
Tollen's reagent
 B) CH3  CH2  OH 
KMnO4 / OH


C) Ph  CHO 
Fehling solution
 D) Ph  CH 2  OH 
K2Cr2O7 / H

2. The reduction of benzoyl chloride with Pd and BaSO4/CaCO3 produces :
A) Benzyl chloride B) Benzoic acid C) Benzaldehyde D) All of these
3. C6 H5C  CH X
C6 H5COCH3 . The reagent X is :
A) B2H6, THF, H2O2, OH  B) H2O, HgSO4, H2SO4

C) H2O2, OH D) OH 
4. Which of the following does not give a white precipitate with NaHSO3?
C2 H5  C  C2 H5
A) CH3CHO B) CH3COCH3 C) C6H5CHO D)
O


5. CH 3CHO 
O H
 X  Y 
H2
Ni
 Z . The final product ‘Z’ is
CH 3  CH 2  CH 2  CH 2
A) B) CH3 – CH2 – CH2CHO
OH
C) CH3CH = CH – CH2OH D) CH3 – CH = CH – CHO

6. CH3CHO  CH3CH 2CHO 
O H
 . The major product formed is :
CH 3
CH 3  CH  CH 2CH 2CHO
A) B) CH 3  CH  CH  CHO
OH
OH
CH 3  CH 2  CH  CH 2CHO CH 3  CH 2  CH  C  CH 3
C) D)
OH OH O

7. CH3CHO  HCN 
 X 
H 2 / Ni
Y . Y is _________
   CH 3  CH  CH 2 NH 2    CH 3  CH  CH 2 NH 2
A) B)
OH OH
CH 3  CH  CNH 2
C) both (A) and (B) D)
OH O

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O H OH
8.

COOC2H5 COOC2H5
The reagent required for this conversion is _________
A) NaBH4 B) LiAlH4 C) Zn-Hg, HCl D) glycol, LiAlH4, H3O
9. HCHO  C6 H5CHO 
conc.NaOH
. The products formed are :
A) CH3OH, C6H5COOH B) C6H5COOH and CH3COOH
C) CH3OH, C6H5CH2OH D) C6H5CH2OH and HCOO  Na 
10. CH3CN  CH3CHO . The reagent which affects this conversion is ________
A) SnCl2 , HCl , H3O B) DIBAL  H / H 2O  C) CH3MgBr, H3O D) Both (A) and (B)
11. Which of the following is least reactive towards nucleophilic addition reaction?
A) C6H5COCH3 B) HCHO C) CH3CHO D) C6H5CHO
12. C6 H5COCH3  x
C6 H5CH2CH3 . in the reaction reagent x can be

A) LiAlH4 B) NaBH4 C) H2/Ni D) Zn-Hg/HCl

13. Acetone on heating with con H2SO4 gives
CH3 CH3

A) B) C) D) CH3-CH=CH2
CH3
CH3

COCH3 CH2-CH3
14.
.
Br Br
The best reagent which can be used for this conversion is
A) H2N-NH2/KOH, Glycol, ∆ B) Zn-Hg/HCl
C) H2/Ni D) All of these
15. Which of the following will be formed when acetone reacts with PCl5
A) Isopropyledene chloride B) Propyledene chloride
C) Propylene dichloride D) Isopropyl chloride
CHO
16. Br2/FeBr3 product. The major product of the reaction is

CHO CHO CHO CHO

Br Br Br
A) B) C) C)
Br
Br Br

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17. Which of the following does not give silver mirror with Tollen’s reagent?
OH
|
A) C6H5CHO B) CH3CHO C) CH3COCH3 D) CH 3  C  H
|
OCH 3
18. When Fehling’s reagent is added to acetaldehyde a red brown precipitate is
formed. The red brown precipitate is
A) Cu2O B) CuO C) CuSO4 D) CH3COONa
19. A compound (A) C4H8Cl2 on hydrolysis gives a product (B) which forms 2, 4-D.N.P
derivative but does not reduce Tollen’s reagent. The compound (A) has the
structure
A) CH3CH2CHClCH2Cl B) CH3-CH2CCl2-CH3
C) CH3-CH2-CH2-CHCl2 D) CH3-CHCl-CHCl-CH3
20. Acetone can be converted into pinacol by
A) Mg-Hg/H2O B) Zn-Hg/HCl C) Na/LiqNH3 D) All of these
21. Acetaldehyde in presence of dilute NaOH gives a compound x, ‘x’ on heating gives
A) 3-Hydroxybutanal B) But-2-en-1-al
C) But-3-en-1-al D) Cinnamaldehyde
22. Which of the following gives 2-methyl-2-propanol with CH3MgBr followed by
hydrolysis?
A) Ethanal B) Propanal C) Methanal D) Propanone
23. The decreasing order of the rate of HCN addition to the following compounds is
HCHO CH3COCH3 ph-CO-ph ph-CHO
1 2 3 4
A) 1>2>4>3 B) 1>2>3>4 C) 1>4>2>3 D) 1>4>3>2
24. The reagent used for the separation of acetaldehyde from acetophenone is
A) NaHSO3 B) H2N-OH C) H2N-NH2 D) HCN
25. Which of the following forms stable hydrate with water?
O

O C
A) CCl3-CHO B) || C) C=O D) All of these
CH 3  C  CF3 C

O
26. Schiff’s base is prepared from carbonyl compound and
A) R3N B) 2, 4-DNPH C) R-NH2 D) NH2-OH

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27. O
HO
H+ (i) LiAlH4
+ A B. The final major product ‘B’ is
(ii)H2O
HO
O

OH O OH O

A) B) B) D)

O OH OH
28. In cannizaro reaction given below
O
||
OH 
2 ph  CHO   ph  CH 2OH  ph  C  O (  )

The slowest (R.D.S) step is

A) The attack of OH- at the carbonyl group
B) The abstraction of proton from the carboxylic acid
C) The transfer of hydride ion to the carbonyl group
D) The deprotonation of ph-CH2OH

(i) O3 (i) dil.NaOH

29. x y
(ii) H2O/Zn (ii) 

The major product (y) of the above reaction is O

O C –CH3
A) B) C) D)
OO
OH OH
O
OH(-)
30. CHO +H-C-H Products.
The major products of the above reaction are

A) COO(-)+HCOO- B) CH2OH+ HCOO-

C) COO-+CH3OH B) CH2OH+ CH3OH

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31. Which of the following undergoes cannizaro’s reaction?
O
A) CH3CHO B) CH3-CH2-CHO C) C-CH3 D) CH3-CH-CHO

CH3
O
32. ||
CH 3  CHO  CH 3CHO 
Al ( OC2 H 5 )
 CH 3  C  O  C2 H 5

The above reaction is known as

A) Crossed aldol B) Tischenko reaction
C) Perkin reaction D) Cannizaros reaction

O
33. (i) NaOH
Product. The product formed in the reaction is
O (ii) H3O+

OH OH
OH D) COOH
A) B) OH C)
OH OH COOH

34. Which of the following is most reactive towards perkins reaction?

CHO CHO CHO CHO

A) B) C) D)

NO2 CH3 OCH3

O

35. OH(-)
Compound (x) The compound ‘x’ is
 CH3
A) Hexane-2, 5-dione B) 5-oxohexanal
C) Hexane-3, 5-dione D) Hexane-1, 6-dial

C6 H 5CHO  CH 2  COOC2 H 5 

( i ) Zn / ether
( ii ) H 3O  , 
 C6 H 5  CH  CH  COOH
36. |
Br
The above reaction is
A) Reimer-Tismann reaction B) Knoevenagel reaction
C) Perkin reaction D) Reformatsky reaction

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37. Which of the following does not undergo carnizaro reaction?
CHO O CHO O O
A) | B) || C) D) || ||
CHO C6 H 5  C  CHO CHO CH 3  C  C  CH 3

38. Aliphatic aldehydes which don’t have any other functional group or substituent or
multiple bond does not exhibit ________
A) chain isomerism B) position isomerism
C) functional isomerism D) tautomerism
39. The reagent which converts
CH 3  CH  CH  CH  CH 2  CH 2OH CH 3  CH  CH  C  CH 2CH 2OH
into is _______
OH O
A) H2/Pd B) alk.KMnO4 C) acidified K2Cr2O7 D) MnO2
40. C6 H5  C  CH  BH  Sia 2 
THF
 X 
H2O2
O H
Y . Y is :
A) C6H5COCH3 B) C6H5CH2CHO C) C6H5CH2COOH D)
C6 H 5CH 2CH 2

OH
41. The reagent used to remove impurities from aldehydes and ketones is _______
A) NaOH B) NaHSO3 C) Na2CO3 D) Na2SO4
O
42. H OH

COOC2H5 COOC2H5
The reagent required for this conversion is ________
A) NaBH4 B) LiAlH4 C) Zn-Hg, HCl D) glycol, LiAlH4, H3O
43. CH3CN  CH3CHO . The reagent which affects this conversion is _______
A) SnCl2 , HCl; H3O B) DIBAl  H / H3O C) CH3MgBr, H3O D) Both (A) and (B)
O
44.
CH 3  C  CH 2  CH 3 
conc.
HNO3
 product  major  .
The product is
A) CH3COOH B) CH3CH2COOH + HCOOH
C) CH3CH2CH2COOH D) No reaction
45.

A) Zn – Hg/HCl B) NH 2  NH 2 / OH  C) Both (A) & (B) D) NaBH4

46. Which of the following conversion is known as Stephen’s reaction?

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47. The major product B of the given reaction sequence is
 
CH 3  CH 2  CO  CH 3 
(i) C N
 ii  H O
 A 
95%, H 2 SO4
Heat
B
3

O
48. .

6 H  C  H  4 NH 3  A
What is A?
A) Pyrrole B) Pyridine C) Urotropine D) Pyrazole
49. The product of B in the reaction sequence is  CH3COO 2 Ca 
distillation
 A  
Zn-Hg + HCl
B
A) (CH3)2CHOH B) CH3-CH2-CH3
C) CH3CHO D) CH3-CH2CH2OH
50. PhCHO   CH 3CO 2 O 
 3
 2 hydrolysis,   A   B . The product B is :
1 CH COONa HBr

PhCH  CH 2  COOH
A) PhCH = CHCH2Br B)
Br
C) PhCH2CH(Br)COOH D) PhCH = CH – COBr
II. Carboxylic Acids :
51. In the following reaction final product is :

C6 H5 MgBr  CO2 
Ether
 
H

A) Benzoic acid B) Benzaldehyde C) Benzamide D) Benzene

52. The acid D obtained through the following sequence of reactions is

C2 H 5 Br 
Alc.KOH
 A 
Br2
CCl4
 B 
 excess  C 
KCN H 3O
D
A) Succinic acid B) Malonic acid C) Maleic acid D) Oxalic acid
53. Which of the following will not undergo Hell-Volhard Zelinsky (HVZ) reaction?
A) HCOOH B) CH3COOH C) CH3CH2COOH D) CH3CHBrCOOH
54. Which of the following will not yield a cyclic compound on heating?

COOH CH2 – COOH CH2COOH COOH

A) CH2 B) C) CH2 D)
COOH CH2 – COOH CH2COOH COOH
55. The decreasing order of reactivity towards nucleophilic acyl substitution is
(i) CH3COCl (ii) CH3COOC2H5 (iii) CH3CONH2 (iv) (CH3CO)2O
A) (i)>(iv)>(iii)>(ii) B) (i)>(iv)>(ii)>(iii) C) (iv)>(iii)>(i)>(ii) D) (iii)>(i)>(iv)>(ii)
56. The product formed by the reaction of acetamide with Br2 in presence of NaOH is
A) CH3CN B) CH3CHO C) CH3CH2OH D) CH3NH2

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57. Consider the following statements for hydrolysis reaction :

Of these the correct statements are :

A) I and II B) I, II and III C) II and III D) I and III

O
58. CH3NH2
C – OCH3 heat X, X is :
O
A) NH – C – CH3 B) NH – CH2 – CHO

O O
C) C – NH – CH3 D) C – CH2 – NH2
59. Claisen condensation takes place between :
A) Two molecules of esters having no   hydrogen atom
B) Two molecules of esters having   hydrogen atom
C) Two molecules of ketones
D) One molecule of ester having   hydrogen and one molecule of ketone having
no   hydrogen
O
||
60. Et  O  C  O  Et  PhMgBr  H
(A); Product (A) is :
(excess)

OH O
| ||
A) Ph–CH–Ph B) Ph–C–Ph

OH
|
C) Ph–C–Ph D) Ph–CH2–OH
|
Ph

61. Rank the acid derivatives with respect to their reactivity with water.
Hint :Most reactive > least reactive
A) acid halide > ester > acid adhydride> amide
B) acid anhydride > amide> acid halide > ester
C) amide> ester > acid anhydride > acid halide
D) acid halide > acid anhydride > ester> amide

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62. The given reaction, is called :

A) Schmidt reaction B) Curtius reaction

C) Hofmann rearrangement D) Lossenrearrangement
63. Which one of the following compounds will give HVZ reaction ?
A) Benzoic acid B) Formic acid
C) 2,2-Dimethyl propanoic acid D) 2-Methylpropanoic acid

64. Product of the reaction is :

A) B)

C) D)

65. What is the reactant of the following reaction sequence ?

A) B)

C) D)
66. Salicylic acid and phenol are distinguished with ________
A) Na B) FeCl3 C) NaHCO3 D) NaOH, HCl
i  KMnO4 / OH

67. Ethyl benzene ii  H+ / H O

 X predict X in above reaction.
2

A) C6H5CH2COOH B) C6H5CH2CHO
C) Benzoic acid D) Benzaldehyde
H3O
68. CH3Cl 
KCN
 A; A   B (Final product). In this reaction ‘B’ is
A) CH3COOC2H5 B) CH3COOH C) HCOOH D) CH3CONH2
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69. Which of the following acids undergo decarboxylation on heating?
O
I. II. O2N – CH2 – COOH
C6 H 5  C  CH 2  COOH
III. CH2 = CH – CH2 – COOH IV. HOOC – CH2 – COOH
A) Only I and IV B) Only I and II C) Only II and IV D) All of these
70. The compound ‘X’ undergoing the following reaction is
(i) acid K2Cr2O7 / 
X   ii  Heat  C8 H 4O3
CH3 CH3 CH3
CH3
A) B) C) D)

CH3 CH3
CH3
71. Which optically active compound on reduction with LiAlH4 will give optically
inactive compound?
CH 3  CH  COOH CH 3  CH 2  CH  COOH
A) B)
OCH 3 OCH 3
CH 3  CH 2  CH  COOH CH 3  CH  CH 2  COOH
C) D)
CH 2OH OCH 3
72. Which of the following reaction represents incorrect product?

Answer Key for Multiple Choice Questions

Q.No Key Q.No Key Q.No Key Q.No Key Q.No Key
1 C 16 B 31 D 46 B 61 D
2 C 17 C 32 B 47 A 62 A
3 B 18 A 33 C 48 C 63 D
4 D 19 B 34 B 49 B 64 D
5 A 20 A 35 A 50 B 65 D
6 C 21 B 36 D 51 A 66 C
7 C 22 D 37 D 52 A 67 C
8 A 23 C 38 B 53 A 68 B
9 D 24 A 39 D 54 A 69 D
10 D 25 D 40 B 55 B 70 C
11 A 26 A 41 B 56 D 71 C
12 D 27 A 42 A 57 A 72 D
13 C 28 C 43 D 58 C 73
14 B 29 A 44 A 59 B 74
15 A 30 B 45 B 60 C 75

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 Numerical Type Questions:
1. A compound with molecular formula C4H10O4 on acylation with acetic anhydride
gives a compound with molecular formula C12H18O8. How many hydroxyl groups
are present in the compound?
2. If a mixture containing ethyl acetate and ethyl propanoate is refluxed with
C2H5ONa/C2H5OH, ester condensation takes place. How many different
condensation products (including stereoisomers) would be formed?
3. Butan-2-one and acetaldehyde are involved in crossed aldol condensation. Total
number of products formed excluding stereoisomers is (both normal and crossed)
4. The number of formaldehyde molecules involved in the formation of one molecule
of urotrophine is
5. CH 3COCH 3  xHI 
red P4
 CH 3  CH 2  CH 3
(one mole)
In the given reaction the value of x is
6. Of the following compounds, how many would give positive test (silver mirror)
with Tollen’s reagent.
HCHO, HCOOH, CH3COOH, C6H5CHO, CH3COCH3, C6H5COCH3,

CH3 OC2H5 CH 2  OH
O
C |
CH3 OC2H5 C 0
OH |
CH 2  OH
7. How many of the following forms racemic mixture of cyanohydrins with
HCN/Base?
HCHO, CH3CHO, CH3COCH3, C2H5COCH3, C6H5CHO, C6H5COC6H5
8. Total number of aldol condensation products (Including stereo isomers) formed
when CH3CHO and CH3COCH3 mixture is treated with dil.NaOH followed by
heating.
9. Butan-2-one and acetaldehyde are involved in crossed aldol condensation. Total
number of products (Excluding stereoisomers) formed are
10. H  CHO  HCHO 50% NaOH
CH3OH  HCOONa .
For the above reaction order is x and molecularity is y. The value of (x+y) is
11. How many of the following are more reactive than C6H5CHO towards nucleophilic
addition?
CHO CHO CHO CHO CHO CHO CHO

CH3 OCH3 NH2 Cl NO2 SO3H CCl3

12. The number of aldehydes existing with the formula C5H10O are (including
stereoisomers).
13. The number of aldol reaction(s) that occurs in the given transformation is

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14. The number of optically active products obtained from the complete ozonolysis of
the given compound is

15. How many of the following given substances will give HVZ reaction?
Me
COOH COOH
(I) (II) COOH (III) (IV)
COOH

(V) COOH (VI) (VII) HCOOH (VIII) H3C – COOH

COOH

Q.No Sol. Q.No Sol.

1 4 11 4
2 6 12 5
3 6 13 3
4 6 14 0
5 4 15 4
6 5 16
7 3 17
8 6 18
9 6 19
10 5 20

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