ALDEHYDES, KETONES AND CARBOXYLIC ACIDS

1. The functional group isomers of aldehydes are

1) Ketones 2) Unsaturated alcohol 3) Cyclic alcohol 4) All
2. Metamerism is exhibited by
1) Aldehydes 2) Ketones 3) Ethers 4) 2 and 3
3. Predict the product ‘A’ in the reaction
0% H2 SO 4
HC  CH 3HgSO  A
4

1) CH3COONa 2) CH3COOH
3) CH3CHO 4) CH3  C H  CH2CHO
|
OH

4. Which of the following types of isomerism is shown by pentanone

1) Chain isomerism 2) Position isomerism
3) Functional isomerism 4) All of these
5. From which of the following tertiary butyl alcohol is obtained by the action of
methyl magnesium iodide
1) HCHO 2) CH3  CHO 3) CH3  COCH3 4) CO2
6. Dry heating of calcium acetate gives
1) Acetaldehyde 2) Ethane 3) Acetic acid 4) Acetone
7. In which of the following reactions, product will be aldehyde?
1) CH  C  C  C (i) O3 2) CH  CH   C O / H 2 /C O2 ( CO ) 8
H CH     
3 2 5 (ii) H2O/ Zn 3 2 
|
|
CH3 CH3

3) CH 3  CH   P
/H
 OH 
dCl 2
4) CH 3  CH  CH HOH/HgSO4/H2 SO4 
air 2
CH2 /CuCl

8. 1,1-dichloroethane on heating with KOH (aq) gives

1) Acetone 2) Acetaldehyde 3) Glycol 4) Ethane

9. The final product (Y) in the following sequence of chemical reaction is

CH OH Cu X NaOH Y  CH OH
3 3000 C 3

1) an alkene 2) a carboxylic acid 3) an aldehyde 4) sodium salt of carboxylic acid

10. Addition of water to alkynes occurs in acidic medium and in the presence
2
of Hg ions as a catalyst.
Which of the following products will be formed on addition of water to but-1-yne under these
conditions
O O
1) CH3  CH2  CH2  C  H 2) CH3  CH2  C  CH3
O O O
3) CH3  CH2  C  OH  4) CH3  C  OH  H  C  H
CO2

11. A Compound containing only carbon, hydrogen and oxygen,has a molecular weight of
44. On complete oxidation it is converted into a compound of molecular weight 60. The
original compound is:
1) an aldehydes 2) an acid 3) an alcohol 4) an ether
12. In Clemmensen Reduction carbonyl compound is treated with .
1) Zinc amalgam + HCl 2) Sodium amalgam + HCl
3) Zinc amalgam + nitric acid 4) Sodium amalgam + HNO3
13. When acetaldehyde is heated with Fehling’s solution, it gives a red precipitate of:
1) Cu 2) CuO 3) CuSO4 4) Cu2O
14. In the following sequence of reactions, the end product is
     A        B
Deh ydr atin g a gen t
CH 3 CHO c on den sati on
mild alkali

1) aldol 2) crotonaldehyde 3) paraldehyde 4) metaldehyde

15. Wolff – Kishner reduction is the reduction of:
1) carbonyl compounds into hydrocarbons 2) carbonyl compound into alcohols
3) nitrobenzene into aniline 4) carbohydrates into alcohols
16. A natural compound (X) C4H8O2, reduces Fehling’s solution, liberates hydrogen when treated with
sodium metal and gives a positive iodoform test. The structure of (X) is:
1) CH3CHOHCH2CHO 2) HOCH2CH2CHO
3) CH3COCH2CHO 4) CH3COCH2CH2OH
17. The appropriate reagent for the following transformation:

1) Zn(Hg),HCl 2)NH2NH2, OH 3)H2/Ni 4) NaBH4

18. Formaline is
1) 50% formaldehyde 2) 50% acetone
3) 40% formaldehyde 4) 40% acetaldehyde
19. A mixture of benzaldehyde and formaldehyde on heating with aqueous NaOH solution gives:
1) Benzyl alcohol and sodium formate 2) Sodium benzoate and methyl alcohol
3) Sodium benzoate and sodium formate 4) Benzyl alcohol and methyl alcohol
20. For the given reaction
CH3CHO+HCN H3
+
 Products
the products are O
1) mixture of 1: 1enantiomers of acid 2) mixture of 1 : 1 diateromers of acid
3) mixture of1:2 enantiomers of acid 4) mixture of 1: 1enantiomers of aldehyde
21. In Cannizzaro's reaction given below;

the slowest step is

1) the transfer of hydride to the carbonyl group
2) the abstraction of proton from the carboxylic group
3) the deprotonation of PhCH2OH
 4) the attack of at the carboxyl group
22. Which of the following compounds gives 3 – methyl 2-butanol upon reduction with LiAlH4

1) O 2)
O

3) O 4)
23. Rosenmund reduction is useful for the preparation of
1) Only aldehydes 2) Only ketones 3) 1 and 2 4) Alcohols
24.

1) 2)

3) 4)
25.

Is known as:
1) Kolbe reaction 2) Tischenko reaction
3) MPV reaction 4) Oppeneur oxidation
26. Which of the following is least reactive toward Grignard reagent?
O O
|| ||
1) H  C H 2) CH3  CH  3) Et  CH  4) CH3  C CH3
O O
27. Correct order of reactivity of following compounds towards Grignard reagent?

O
|| O
||
I) CH3  C H II) H  C H III)

1) I>II>III 2) II>I>III 3) II>III>I 4) I>III>II

28.
 Find out the incorrect statement about the above given reaction
1) It is nucleophilic addition reaction
2) Product obtained is present in racemaic ,mixture
3) The hydrolysis of obtained product give hydroxyl acid
4) It is a electrophilic addition reaction
29. Ketones cannot be prepared by

1) Rosenmund’s reaction 2) The hydrolysis of terminal gem dihalides

3) The oxidation of primary alcohols 4) All of these

30. When a nucleophile encounters a ketone, the site of attack is

1) The carbon atom of the carbonyl 2) The oxygen atom of the carbonyl
3) Both the carbon and oxygen atoms, with equal probability
4) No attack occurs as ketones do not react with nucleophilic addition reaction
31. The oxidation of toluene to benzaldehyde by chromyl chloride is called
1) Cannizzaro reaction 2) Wurtz reaction
3) Etard reaction 4) Reimer-Tiemann
32. Identify the reactant X and the product Y

1) X  Y  CH3CH  2) X  CH3MgCl; Y  C2 H5COOH

MgCl2; CH2
3) X  CH3MgCl; Y  (CH3 )3 C  OH 4) X  C2 H5MgCl; Y  (CH3 )3 C  OH
33. Hemiacetal contains
1) Alcoholic group 2) Ether group 3) Ester group 4) 1 and 2
34. O
CH  C  N  ' X ' H3  Acetone  NH   What is ‘X’
MgBr(OH )
3 3
1) CH3  MgBr 2) HCHO 3) C2 H5MgBr 4) Sn  HCl
35. Which of the following is incorrect regarding Stephens reduction
1) Imine will be formed as intermediate 2) Imine is also known as Schiffs base
3) Reagent is SnCl2  HCl 4) Product is carbonyl compounds
36. Acetone combines with hydroxyl amine to give 'X'. The number of σ and π bonds in 'X' will be

1) 10, 1 2) 10, 0 3) 11, 1 4) 11, 0

37.
R  CH  CH  CO  High temp  RCH CH CHO
H
2 2 Hight Pr essure 2 2

The above reaction is

1) Mendius reaction 2) Oxo process
3)Sandorm’s reaction 4) Stephen’s reaction
38. Ph  CH CrO2Cl2 ( A)
3
 Product (A) of above the reaction is
2
1) Ph  CO2H 2) Ph-CHO 3) Ph  CO 4) Ph  CH3
39.

D- (+) Glyceraldehyde
1) Diastereomer 2) Racemic
3) Meso 4) Optically pure enantiomer
40. Inwackers process the catalyst is
1) CuCl2 2) CuCl 3) ZnCl2 4) FeCl3
41.
O

 Ag  NH3 2 O H
     X

CHO
Then x is
COOH COOH
O
O

1) COOH 2) COOH
3) COOH 4) COOH
42. RCH 2OH X RCOOH ; RCH2 OH Y , X,Y respectively are
RCHO

1. LiAlH4 , NaBH4 2. PCC, NaBH 4


3. PCC, KMnO4 / H 4. Jone’s reagent , PCC

43. When acetic acid is heated with P O then which compound will be formed ?
2
5

1. CH3CO  O 2.
2
CH3COCH3 3. CH3CHO 4. CH4

44.
This conversion is best brought about by
1) DiBAL – H 2) LiAlH4 3) CrO2Cl2/ether 4) CrO3 / acetone
45. Select the correct statement
 1) Hydration of alkynes gives carbonyl compounds
2) Hydration of alkenes gives alcohols
3) Cyanides on hydrolysis gives carboxylic acids
4) All the above
46. The number of aldol reaction(s) that occur in the given transformation is/are

CH CHO  4HCO OH OH
N3 aOH  OH OH
HCOONa

1) 1 2) 2 3)3 4) 4

47.

The final product is

1) 2)

3) 4)

48.

Major product(A) of above reaction is

C6H5  CH  CH2  COONa

1) | 2) C6H5  CH  CH  COONa
OH

C6 H5  CH  CH2  CH2  OH
3) | 4) C6H5  CH  CH  CH2  OH
OH

49. Fehing solution does not give red precipitate with

1) Glucose 2) Acrolein 3) Acetaldehyde 4) Benzaldehyde

CN 
a)H3  X Y
O

b) SOCl2 AlCl3

50.
The structure of compound ‘Y’ is
 O O
O O O
1) Ph  C  O  Ph 2) Ph  C  NH  Ph 3) Ph  C  Ph 4) Ph O Ph

51. In the reaction

Product [X] Will be

(1) (2)

(3) (4)

52.
Identify product (X):

1)

2)

3)

4)
53.
 1) 2)

3) 4)

54. Which of the following compounds is the product of an aldol reaction?

1) 2)

3) 4)

55. The organic compound does not restore the pink colour of Schiff’s reagent is/are
1) Acetone 2) Formaldehyde 3) Valeraldehyde 4) Crotonadehyde
56. Among the following which one gives Tollens reagent test
1) Acetophenone 2) Formic acid 3) Acetone 4) Acetic acid
57. In Fehlings reagent test of glucose, the oxidation state of ‘Cu’ in the formation of red precipitate is
1) +2 2) +4 3) +1 4) +3
O

1. I2  NaOH, 
2. H , 


CH3
58. The product of the reaction O is
(1)Yellow ppt., CHI3, (2)Yellow ppt., CHI3,
(3) Yellow ppt., CHI3, (4)Yellow ppt., CHI3,
59.

How many different carbonyl compounds are found in products of above reaction

1) 1 2) 2 3) 3 4) 4
 60. 2 CH
3 3
 CCHO 50%NaOH
3 3
CH
2
 CH OH3 3 CH  C  COONa

The above chemical reaction represents.

1) Rosenmund’s reaction 2) Cannizzaro’s reaction

3) Kolbe’s reaction 4) Etard’s reaction

61. Aldehydes can be converted to primary alcohol by

1) Reduction 2) Oxidation

3) Reaction with Grignard reagent 4) Action of Cu/573 K

62. In the following reaction sequence Z is

1) butan -1-ol 2) butan-2-ol

3) 2-methylpropan -2-ol4) 1,1- dimethylethanol

63. Fill in the reagents for the given conversion

X Y Z

1) Pd / BaSO4 dil.NaOH heat

2) NaOH Hydrolysis heat


2 3) I / NaOH LiAlH 4 H3O

4) CrO3 Warm CO2

64. Which of the following is not the product of an intra molecular aldol condensation
O
O
O O

1) 2) 3) 4)

65. Urotropine is obtained when

1) Urea reacts with formalin 2) Urea reacts with ammonia
3) Formaldehyde reacts with ammonia 4) acetone reacts with ammonia
66. Reaction of aldehydes with or without  -hydrogen atoms in presence of aluminium ethoxide to give
ester is called
1) Perkin reaction 2) Cannizaro reaction 3) Reformatsky reaction 4)Tischenko reaction

67. Which of the following is used as hypnotic

1) Paraldehyde 2) Acetaldehyde 3) Metaldehyde 4) Formaldehyde

68. In the following reaction

O
O
O
CH2 NaBH4 (Z)
CH2 CH OCH3
C OCH3
1)
OH
OH

CH2 CH OCH3

2) OH
OH

CH2 C
CH2 OH
3) O
OH

CH2 C OCH3
O
4)
69. The reagent which does not react with both, acetone and benzaldehyde.
1) Sodium hydrogen sulphite 2) Pheny hydrazine
3) Fehling’s solution 4) Grignard reagent
70. Rochelle salt is
a) Sodium tartarate b) Sodium potassium tartarate
c) Ammonium tartarate d) Potassium ammonium tartarate
71. Order of reactivity towards nucleophlic addition
1) CH3CHO  CH3COCH3  HCHO 2) CH3COCH3  CH3CHO  HCHO
3) HCHO  CH3CHO  CH3COCH3 4) CH3CHO  HCHO  CH3COCH3
72. Pentan – 3- one on reaction with sodium bisulphite gives
1) no product 2) hydroxyl sulphonic acid
3) sulphonic acid 4) bisulphite compound
73. Amlxture of benzaldehyde and Farmaldehyde on heating with aqueous NaOH solution gives
1) Sodium benzoate and Sodium Formate 2) Benzyl alcohol and Methyl alcohol
3) Sodium benzoate and Methyl alcohol 4) Benzyl alcohol and Sodium Formate
74. Nucleophilic attack on carbonyl carbon changes its hybridisation from
1) sp tosp2
2) sp2 tosp3 3) sp3 tosp2 4) sp tosp3
75. Grignard reagent forms tertiary alcohol with
1) Benzophenone 2) Acetophenone 3) Acetone 4) All of these
 O 
CH  Mg  Cl  CH CN H3   A i)NaOH ?
3 3
76. ii)

1) Phorone 2) Mesityl oxide 3) Mesitylene 4) Benzoin

77. In the reaction CH3CHO with HCN in presence of
H2O an asymmetric centre is generated.
The acid obtained will be
1) (L) – isomer 2) (D) – isomer
3) 20% (D)+80%(L)-isomer 4) 50%(D)+50%(L) _ isomer
78. A : Farmaldehyde is a planar molecule
R : It contains
SP2 –carbon atom
1) Both A and R are correct, R is correct explaining of A
2) Both A and R are correct but R is not correct explanation of A
3) A is true R is false
4) A is false R is true
79. A : R-CHO is easily oxidised to corresponding carboxylic
acid R : R-CHO forms cyanohydrins with HCN
1) Both A and R are correct, R is correct explaining of A
2) Both A and R are correct but R is not correct explanation of A
3) A is true R is false
4) A is false R is true
80. A : The reactivity of benzaldehyde is less than CH3CHO
R : CH3CHO Doesnot undergo nucleophilic addition reaction
1) Both A and R are correct, R is correct explaining of A
2) Both A and R are correct but R is not correct explanation of A
3) A is true R is false
4) A is false R is true
81. A : Cannizaro reaction converts HCHO in to HCOONa and CH3OH
R : disproportion reaction leads to formation of above products
1) Both A and R are correct, R is correct explaining of A
2) Both A and R are correct but R is not correct explanation of A
3) A is true R is false
4) A is false R is true
82. A : Ketone forms cyclic ketal with
Glycol R : Ketons contain functional
group
C OR

O
 1) Both A and R are correct, R is correct explaining of A
2) Both A and R are correct but R is not correct explanation of A
3) A is true R is false
4) A is false R is true
83. A : Cro2cl2 involves in Etard’s oxdn Benzaldehyde is formed
R : Benzene forms Benzaldehyde with CO+HCl in presence AlCl3 & H2O
of

1) Both A and R are correct, R is correct explaining of A

2) Both A and R are correct but R is not correct explanation of A
3) A is true R is false
4) A is false R is true
84. A : oximes of Both aldehydes and ketons undergo dehydration
R : carbonyl compounds form semicarbazone with semicarbazide
1) Both A and R are correct, R is correct explaining of A
2) Both A and R are correct but R is not correct explanation of A
3) A is true R is false
4) A is false R is true
85. A : Schiff’s base is formed when Benzaldehyde reacts with Aniline
R : 2,4-DNP is used to identify carbonyl functional group
1) Both A and R are correct, R is correct explaining of A
2) Both A and R are correct but R is not correct explanation of A
3) A is true R is false 4) A is false R is true
1) 2) 3) 4)
86. A : Aldehydes and ketones both react with Tollen’s reagent to form silver mirror
R : Both aldehydes and ketones contain carbonyl functional group
1) Both A and R are correct, R is correct explaining of A
2) Both A and R are correct but R is not correct explanation of A
3) A is true R is false
4) A is false R is true
87. A : Acetone on heating with con
H 2 SO4 forms mesitylene

R : Acetaldehyde on heating with con

H 2 SO4 at 273 K forms metaldehyde

1) Both A and R are correct, R is correct explaining of A

2) Both A and R are correct but R is not correct explanation of A
3) A is true R is false
4) A is false R is true
88. Base hydrolysis of an ester with NaOH gives a carboxylic acid whose sodium salt on
Kolbe’s electrolysis yields ethane. The ester is
 1) ethylmethanoate 2) methyl ethanoate 3) phenyl benzoate 4) ethyl propanoate

89. Acids do not give the characteristic reactions of C=O group because of:-
1) Dimerisation 2) Resonance 3) Cyclic structures 4) Attached alkyl redical

KEY
1) 4 2) 4 3) 3 4) 4 5) 3 6) 4 7) 2 8) 2 9) 4 10) 2

11) 1 12) 1 13) 4 14) 2 15) 1 16) 1 17) 2 18) 3 19) 1 20) 1

21) 1 22) 2 23) 1 24) 3 25) 4 26) 2 27) 2 28) 4 29) 4 30) 1

31) 3 32) 3 33) 4 34) 1 35) 4 36) 3 37) 2 38) 2 39) 1 40) 1

41) 3 42) 4 43) 1 44) 1 45) 4 46) 3 47) 2 48) 2 49) 4 50) 3

51) 4 52) 4 53) 4 54) 1 55) 1 56) 2 57) 3 58) 1 59) 3 60) 2

61) 1 62) 3 63) 1 64) 3 65) 3 66) 4 67) 1 68) 4 69) 3 70) 2

71) 3 72) 1 73) 4 74) 2 75) 2 76) 4 77) 2 78) 1 79) 2 80) 3

81) 4 82) 3 83) 2 84) 4 85) 2 86) 4 87) 2 88) 2 89) 2 90)

HINTS

5. Ketones RMgX 3o

alcohol
O
||
7. 1) CH3  C CH3 2) CH3  C H  CHO
|
CH3
O
||
3) CH3  C CH3 4) CH3  C CH3
||
O

8.

9. CH OH Cu HCHO NaOH  HCOONa CH OH

3 0
300 C  X Y  3

10. But-1-yne on reaction with water in presence of

2
Hg ions as a catalyst produces butan-2-one
2
 H g CH3
H 
2
O

O
 2
CH3
 H g  T
automer

H O 2
ism

O
OH
11.
CH 3CHO    CH 3COOH
[ 0]

12. Reagent used in the reaction is Zn – Hg / HCl

13. Acetaldehyde is heated with Fehling’s solution, to give a red precipitate of Cu2O
OH
1
14. A is CH3  C H  CH2  CHO

B is CH3 CH  CH CHO

15. Wolff – Kishner reduction is the reduction of carbonyl compounds into hydrocarbons
16. That compound has to contain
(1) – CHO group
(2) CH3COCH3 group
17. HCl of Clamenssan’s reduction can react with – OH group
18. Formaline is 40% formaldehyde
19. Formaldehyde is readily oxidized
20.

21. Follow mechanism of cannizzaro's reaction.

24. ‘C’ attached to paramethoxy phenyl ring having positive charge is more stable
28. Product is

O
||
32. CH3  C CH3  CH3MgCl( X ) 

34. 3O
CH  C  N  MgBr  CH  C  N  MgBr H 


3 3
|
CH3
O
||
CH3  C CH3  CH3MgBr(OH )  NH3
39.
41.
O O

2 Ag NH3 2


OH Tollen
2 Ag  4NH3  2H2O
's

CHO COOH

46.

47.
48.
Perkin Condensation

50.

51. SOL.

52. P2O5 acts as dehydrating agent

53. Zn-HCl is also used for the reduction of NO2 to NH
2

54.   hydroxyl derivative is the product in Aldol reaction

55. Ketones does not restore the pink colour of Schiff’s reagent
O
||
56. H  C  OH consist of formyl(- CHO) group

57. 
Glucose + Fehling solution Cu2   Cu 2
Red
1
O

Aldol Addition Product

58.
O
Intermediate
is
COOH
Which loses CO2 on heating (-keto acid)
60. The chemical reaction given in the question refers to Cannizzaro’s reaction

61. RCHO Pd /H  R  CH OH

2

LiAiH4 2
0
NaBH4 1 alcohol

62.

63.

64. Option ‘3’ is a cross aldol product

65. 6HCHO  4NH3  (CH2 )6 N4  6H2O

Urotropine

68. NaBH is a reducing agent but it only reduce carbonyl group, not to ester group.
4
69. Acetone and benzaldehyde both do not react with Fehling’s solution. Fehling’s solution does not react
with ketone as acetone while benzaldehyde is an aromatic aldehyde having no  - hydrogen.
70. C4 H4O6 NaK
72. Generally Methyl ketones respond NaHSO3
to 73.
CHO CH2OH

+ CH2O NaOH HCOONa

