Aldehydes and Ketones 1303

1. Benzophenone can be converted into benzene using O

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[Tamil Nadu CET 2001]
(c) CH 3  C  CH 3 (d) C 2 H 5 OH
(a) Fused alkali
8. The product of following reaction
(b) Anhydrous AlCl3
 O 2
 is
H / Pt
[Kerala CET 2000]
(c) Sodium amalgam in water
CH OH
(d) Acidified dichromate 3

(a) (b)
2. The reagent(s) which can be used to distinguish acetophenone from CH 3
benzophenone is (are) OH
[CBSE PMT 1990]
(c) H (d)
(a) 2, 4-dinitrophenyl hydrazine
(b) Aqueous solution of NaHSO 3 9. OH
Which of the following aldehydes is most reactive towards
(c) Benedict reagent nucleophilic addition reactions
[Roorkee 1992; RPMT 1997]
(d) I 2 and Na 2 CO 3
(a) HCHO (b) CH 3 CHO
3. When acetaldehyde is heated with Fehling solution, it gives a red
precipitate of [MP PET 1989, 93; (c) C2 H 5 CHO (d) CH 3 COCH 3
IIT 1982; MP PET/PMT 1998; RPMT 2002]
10. Which one of the following gives iodoform test
(a) Cu (b) CuO [AIIMS 1996]
(c) Cu 2 O (d) Cu (OH ) 2 (a) Formaldehyde
4. The general order of reactivity of carbonyl compounds for (b) Ethyl alcohol
nucleophilic addition reactions is [CBSE PMT 1995] (c) Benzyl alcohol
(a) H 2 C  O  RCHO  ArCHO  R 2 C  O  Ar2 C  O (d) Benzaldehyde
11. The active ion in Tollen's reagent is
(b) ArCHO  Ar2 C  O  RCHO  R 2 C  O  H 2 C  O
(a) Cu  (b) Cu (NH 3 )2
(c) Ar2 C  O  R 2 C  O  ArCHO  RCHO  H 2 C  O
(d) H 2 C  O  R 2 C  O  Ar2 C  O  RCHO  ArCHO (c) Ag  (d) Ag(NH 3 )2

5. Which of the following gives an alcohol and salt of carboxylic acid 12. Among the following compounds, which will react with acetone to
when reacted with conc. NaOH give a product containing  C  N 
[MP PMT 1999] [IIT 1998]

(a) CH 3 CHO (a) C 6 H 5 NH 2

(b) C 6 H 5 CHO (b) (CH 3 )3 N

(c) CH 3 COCH 3 (c) C 6 H 5 NHC 6 H 5

(d) C 6 H 5 COCH 3 (d) C 6 H 5 NHNH 2

6. Which of the following compounds would undergo Cannizzaro's 13. Which of the following does not give yellow precipitate with I 2
reaction and NaOH [MP PET 1996]
[CPMT 1989; AFMC 1991; MNR 1995]
(a) C 2 H 5 OH (b) CH 3 CHO
(a) Propionaldehyde
(b) Benzaldehyde (c) CH 3 COCH 3 (d) HCHO

(c) Bromobenzene 14. In this reaction

(d) Acetaldehyde CH 3 CHO  HCN

7. NaOH / H  reacts with [BHU 2003] H  /OH 

CH 3 CH (OH )CN  CH 3 CH (OH )COOH
(a) C 6 H 5 OCH 3 (b) CH 3 OH
an asymmetric centre is generated. The acid obtained would be
(a) 20% D + 80% L-isomer
 1304 Aldehydes and Ketones
(b) D-isomer (a) Friedel-Craft's alkylation
(c) L-isomer (b) Friedel-Craft's acylation
(d) 50% D + 50% L-isomer (c) Cannizzaro reaction
15. Aldehydes are produced in atmosphere by [NCERT 1982]
(d) Claisen condensation
(a) Oxidation of secondary alcohols
18. Which of the following fails to answer the iodoform test.
(b) Reduction of alkenes [CBSE PMT 1989]
(c) Reaction of oxygen atoms with hydrocarbons (a) Pentanone–1
(d) Reaction of oxygen atoms with ozone (b) Pentanone–2
16. Which of the following compounds will give positive test with (c) Propanone–2
Tollen's reagent
(d) Ethanol
[CBSE PMT 1994; Kurukshetra CEE 1998; AFMC 2002]
19. The reagent used for the separation of acetaldehyde from
(a) Acetamide
acetophenone is [AIIMS 2004]
(b) Acetaldehyde
(a) NaHSO 4
(c) Acetic acid
(d) Acetone (b) C 6 H 5 NHNH 2

O O (c) NH 2 OH
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17. ArH  R  C  Cl 
 Ar  C  R  HCl is an example
Lewis acid
(d) NaOH  I 2
of

(SET -27)

C 6 H 5 COC 6 H 5  KOH   C6 H 6  C6 H 5 COOK

Fusion 2. (d) Acetophenone gives iodoform reaction while benzophenone does
1. (a)
Benzopheno ne Benzene Pot. benzoate
give this.
2  
 3. (c) CH 3 CHO   2Cu  CH 3 COO  Cu 2 O  3 H 2 O
5 OH
C 6 H 5 COOK  KO H  K 2 CO 3  C 6 H 6 Fehling solution Red ppt.
Benzene
 Aldehydes and Ketones 1305
4. (a) The size of the alkyle group. Causes hindrance to attacking This reaction is Friedel–Craft’s acylation.
group. As the number and size of the alkyl groups incirease the
18. (a) 1-pentanone is an impossible compound does not have
hindrance to the attack of nucleophile also increases.
Thus the reactivity follows the order O
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H 2 C  O  RCHO  ArCHO  R 2 C  O  Ar2 C  O . CH 3  C  group.
5. (b) Benzaldehyde does not have the -hydrogen so it will
undergoes cannizzaro’s reaction. 19. (a) NaHSO 3 gives the addition reaction with Aldehyde and only
2C 6 H 5 CHO 
 C 6 H 5 CH 2 OH  C 6 H 5 COONa
NaOH aliphatic ketone. Acetophenone is the aromatic ketone so it
6. (b) C 6 H 5 CHO Aldehydes – Those aldehyde in which   H does not give the addition product with NaHSO 3 aldehyde
atom is absent can participate in Cannizzaro’s reaction. from the addition product with NaHSO 3 which on treatment
7. (c) 2CH 3  CO  CH 3  
dil NaOH with acid or base give again aldehyde.
OH O OH
| || | 
CH 3  C  CH 2  C  CH 3 RCHO  HSO 3 Na  R  C  H   R  CHO

H or

(Diacetone alcohol)
| OH 
| SO 3 Na
CH 3
H C6 H 5 COCH 3  NaHSO 3  No reaction
8. (c)  O   
H 2 / Pt

OH
9. (a) Because alkyl group is absent and they have +ve inductive effect
and increases the electron density on the carbonyl group.
10. (b) The compound having -hydrogen will give iodoform test.
Ethyl alcohol and secondary alcohols also give positive iodoform
test because by the action of halogens in alkaline medium, they
are oxidesed to acetaldehyde and methyl ketones respectively.
CH 3 CH 2 OH  I2
 CH 3 CHO  I2
 CI 3 CHO
NaOH NaOH

CHI 3  HCOONa 

H 2O
NaOH

***

11. (d) During reaction Ag  gets reduced Ag metal and forms silver
mirror.
12. (ad) C 6 H 5 NH 2 and C 6 H 5 NH .NH 2 will give the compounds
containing  C  N -group.

13. (d) HCHO    No reaction

I2 / NaOH

14. (d) CH 3CHO  HCN  CH 3 CHOHCN   

hydrolysis

CH 3 CHOHCOOH
D  L isomer of lacticacid

15. (c) Aldehydes are compounds containing C, H and O . So

hydrocarbons react with atmospheric oxygen to give aldehydes.
16. (b) Tollen’s reagent is ammonical silver nitrate solution. Its
reacting species is Ag  . It oxidises aliphatic as well as
aromatic aldehydes.

R  CHO  Ag    RCOOH  Ag

Redox
reaction

anhyd. AlCl
17. (b) ArH  R  CO  Cl 

3
 Ar  CO  R  HCl