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Exponent Sheet
FIITJEE CARBONYL COMPOUNDS

1. How many of the given compound show nucleophilic addition reaction with
CH 3OH at mild condition.

2. How many of the compound will evolve methane gas on treatment with
CH 3  MgBr .

I)
H 2O II)
CH 3  OH III)
CH 3COCH 3 IV)
CH 3COOH

V)
CH 3CONH 2 VI)
CH 3COCl VII)
CH 3COOCH 3 VIII)
CH 3  Cl IX) Ph  OH
H 2O / H  .
3. How many of the given compound form stable hydrate on treatment with

4. How many of the compound will form  ,  -unsaturated carbonyl compound on treatment with base.

5. How many of the compound will undergoes disproportionation reaction on treatment with base.

6. How many of the following compound will produce yellow ppt of iodoform on treatment with
I 2 / NaOH .

D2O / OD  .
7. How many of the compound will show D-exchange reaction on treatment with

8. Aromatic aldehyde having benzene ring with molecular formula

C8 H 8O react with NH 2OH . The number of
oximes formed will be
I 2 / OH  .
9. How many of the given compound give yellow ppt with

10. How many of the following substrate show Perkin reaction with
 CH 3CO  2 O / CH 3COONa .

11. How many of the reagent are used to produce alkane as a product.
I) Clemmenson reduction II) Walf kishner reduction III) Corey-House synthesis
IV) Rosenmuld reduction V) Birch reduction VI) Sandmeyer reaction
VII) Lindlar catalyst VIII) MPV reduction IX) Oppenaur oxidation
12. How many of the compound on reductive ozonolysis produce formaldehyde as one product.

13. How many of the compound will produce alkane (open chain) on clemenson reduction.

14. Among the following compounds, the number of compounds reduce Tollen’s reagent is ‘x’ then x/10 is
a)
CH 3CHO b)
CH 3COCH 3 c)
C6 H 5CHO d) Glucose

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Exponent Sheet
FIITJEE CARBONYL COMPOUNDS

e) Fructose f) HCOOH

15. Among the following compounds, the number of compounds reduce Fehling’s solution is x, then x/10 is
a)
CH 3CHO b)
C6 H 5CHO c) Glyoxal d) Glucose
CH3 CH C CH3

e) Fructose f) 3 CH COOH
g) OH O
16. a) The number of oxygen atoms in para aldehyde is x
b) The number of nitrogen atoms in urotropine is y
c) The number of double bonds in phorone is z
d) The number of double bonds in mesitylene is w, then x+y+z+w is
17. The number of cross aldol condensation products formed, during condensation of acetaldehyde and propanol is x,
then x+5=
18. Among the following statements
a) Etards reaction is used for the preparation of benzaldehyde
0
b) Acid chlorides on the reaction with dialkyl cadmium forms 3 alcohols
c)
H 3C  C  CH on hydration in the presence of Hg 2 , H 2 SO4 forms propanaol.

d)
CH 3CH 2CH 2CH 3  C2 H 5  O  C2 H 5  CH 3CH 3CH 2CHO  CH 3CH 2CH 2CH 2OH (Boiling point order)
The number of correct statements are x, then x  20 is
19. Among the following.
a)
HCHO  CH CHO  C H CHO
3 6 5 (Reactivity towards nucleophilic addition reaction)
b) Bardy’s reagent is used for the identification of carbonyl compounds.
c) The number of nitrogen atoms in acetaldehyde semicarbazide is
d) hemi acetals reduces Fehling’s solution
CH 3CH  CH  C  CH 3 
NaOCl
 No reaction
e) O
f) Phenol on reaction with formaldehyde forms Nylon. (a condensation polymer)
The number of correct statements is x, then x  30 is
20.
1) NaOH  aq 
1) O3
2) H 2O , Zn
 Y  2) Heat
 

The total number of intramolecular aldol condensation products formed from Y is x then x 10 is
21. O
CHO

 A  
4 moles of PCC

CHO
O

The maximum number of moles of

Ac2O consumed by reactant (A) is
22. OH

O
CH 2 OH  
x HI
?

CH2

OCH 3 . Then x 10 is

23. Among the following.

a)
CH 3CHO b)
CH 3COOCH 3 c)
CH 3COCl d)
 CH 3CO  2 O
e)
CH 3CONH 2 f)
C2 H 5CN g)
C2 H 5 NC h) Ethylene oxide
i)
CH 3COOH

The number of compounds produce alcohol on reaction with

LiAlH 4 is x, then x  5 is

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Exponent Sheet
FIITJEE CARBONYL COMPOUNDS
O
CH 2 CH 2 C OH
O C

24.
C7 H10 by oxidative ozonolysis form OH , then degree of unsaturation of
C7 H10 is x , then
x 10 is
25. A unknown compound (A) (mw=342) on acetylation gives a product (mw=720) then find the number of hydroxyl
group present in the compound (A) is

ANSWER KEY
1. 2 2. 5 3. 4 4. 4 5. 4 6. 4 7. 5 8. 8 9. 4 10. 4
11. 3 12. 4 13. 2 14. 0.5 15. 0.4 16. 12 17. 20 18. 40 19. 90 20. 30
21. 4 22. 30 23. 25 24. 30 25. 9

SOLUTIONS:
1. Aldehydes and ketones undergo nucleophilic addition reaction but carboxylic acid and its derivatives under
nucleophilic substitution reaction.
2.
CH 3 MgBr , CH 3OH , H 2O , CH 3COOH ,
Compounds having acidic H evolve methane gas with
CH 3CONH 2 and PhOH will evolve CH 4 gas with CH 3 MgBr .
3. 1,2,3 tricarbonyl compound, chloral give stable hydrate. Compound III,IV,VII&IX form stable hydrate.
4. Aldehydes or ketones having 2  H when treated with base undergo Aldol condensation to form  ,  -
unsaturated aldehyde or ketone. Compound I,II,III,IV will undergo aldol condensation.
5. Cannizaro reaction is disproportionation reaction. Aldehydes without   H undergo cannizaro reaction.
Compounds I,IV,V,VI undergo canniaro reaction.
6. Iodoform reaction is given by II,IV,V,VI.
D2O / OD  is given by I,III,IV,VI,VIII.
7. D-exchange reaction with
2C  2  H  X  N
8. To solve such question first think for degree of unsaturation (DU) which is equal to 2 .
O
CHO
DU of 8 8 =5, DU=5  1 Benzene & 1 C gr.
So structure are

As all aromatic aldehyde on reaction with

NH 2OH form oxime that will show geometrical isomerism so total
oxime will be 8.
O OH

9. Those aldehyde or ketone with CH3 C group or alcohol with CH3 CH group on treatment with 2 in
I
presence of base give yellow colour ppt. This reaction is called as Iodoform test. One point should be noted that
for  -dicarbonyl compound  position should not have hydrogen, otherwise such compound will not give
iodoform reaction +ve.
10. Perkin reaction is shown by aromatic aldehyde.
11. Following reagent are used to produce alkane I,II,III.
12. I,III,IV,VI
13. I,V

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