[CHEMISTRY] [CARBONYL COMPOUND]

Q.9 Schiff's reagent is used for the differentiation between:

(A) HCHO and CH3CHO (B) CH3COCH3 and CH3CHO
O O
|| ||
(C) C6 H 5  CH 2  C  CH 3 and 6 5
C H  C  CH 2  CH 3 (D) HCHO and C6H5CHO
Q.10 In the reaction sequence, [X] is ketone :
CH 3
 |
KMnO / O H / 
[X]  4  HOOC – (CH2)3– CH  COOH
[X] will be:

(A) (B) (C) (D)

Q.11 Which one of the following compounds will give dimethyl glyoxal with SeO2:
(A) Acetone (B) Acetophenone (C) Ethyl methyl ketone (D) Propanaldehyde
Q.12 In the given reaction

SeO
2  [X]; [X] will be:

(A) (B) (C) (D)

Q.13 Consider the given reaction :

O O
|| ||
; The above reaction is known as :
   CH 3  C  O  CH 3
C 6 H 5COOOH
CH 3  C  CH 3 
(A) Baeyer-villiger oxidation (B) Oppenaur oxidation (C) Periodate oxidation (D)Peroxide oxidation
Q.14 Acetone can be converted into pinacol by :
(A) Mg/Hg/H2O (B) Zn/Hg/HCl (C) Na/Hg/H2SO4 (D) All of these
Q.15 Arrange acidity of given four compounds in decreasing order:
O O O
|| || ||
(I) CH 3  C  CH 2  C  CH 3 (II) CH 3  C  CH 3 (III) CHCH (IV) CH3–CHO
Select correct answer from the codes given below:
(A) I > IV> III > II (B) I > IV > II >III (C) III > I > IV > II (D) II > IV > I > III
Q.16 In the given reaction
OH
|
X + Y 
NaOH
CH 3  CH  CH  CHO ; (X) and (Y) will respectively be:
5C |
CH 3
(A) CH3–CH2–CHO and CH3–CH2–CHO (B) CH3–CHO and CH3–CH2–CHO

CH 3
|
(C) CH3–CHO and CH3–CHO (D) CH3–CHO and CH 3  C  CHO
|
CH 3
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[CHEMISTRY] [CARBONYL COMPOUND]
Q.25 Metaformaldehyde is:
(A) Dimmer of HCHO (B) Trimer of formaldehyde
(C) Tetramer of formaldehyde (D) Polymer in which number of HCHO unit is more than 100
Q.26 In the given reaction :
O
|| Conc.H 2SO 4
CH  C  CH    [X]
3 3 Distillation
[X] will be :
(A) Methyl oxide (B) Phorone (C) 1, 3, 5-Trimethylbenzene (D) 2-Butyne
Q.27 Which will give silver mirror test with Tollens reagent :
(A) C6H5CHO (B) CH3–CHO (C) HCOOH (D) All of these
Q.28 Which one of the combinations will give propanaldehyde on dry distillation?
(A) (C6H5COO)2Ca and (HCOO)2Ca (B) (CH3COO)2Ca and (CH3CH2–COO)2Ca
(C) (CH3–CH2–COO)2Ca and (HCOO)2Ca (D) (CH3COO)2Ca and (CH3COO)2Ca
Q.29 Grignard reagents do not give carbonyl compounds with :
(A) CO2 (B) RCOCl (C) RCN (D) RCOOR
Q.30 In the reaction sequence:
alc.KOH /  (i ) O
Cyclohexane hv  (X)     (Y)  (Z);
/ Cl 2
 (Z) will be :
3
(ii ) H 2O / Zn
(A) Hexanal (B) 2-Hexanone (C) 3-Hexanone (D) Hexanedial
Q.31 The given reaction

  
Aluminium tertiary butoxide
; is knows as :
Acetone

(A) Kolbe reaction (B) Tischenko reaction (C) MPV reaction (D) Oppeneur oxidation
Q.32 In the given reaction:
NaBH
H2C O  
4  (X)

(i) BH3 
(excess)
(ii) H2O2/OH

(Y)
(X) and (Y) are :

(A) CH2 OH and HO CH2 O

(B) CH3 O and HO CH2 O

(C) CH2 OH and HO CH2 OH

(D) CH2 OH and O

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[CHEMISTRY] [CARBONYL COMPOUND]
Q.42 When D-glucose is treated with Br2 water then the product is:

(A) (B) (C) (D)

[( CH 3 )3 CO ]3 Al
Q.43 +     A. A is:

(A) (B)

(C) (D)

LiAlH 4
Q.44    product is

(A) CH2CH2CHO (B) CH=CHCH2OH

(C) CH2CH2CH2OH (D) CH2CH2CH2OH

Question No.45 to 49 (5 questions)

Compound 'C' CF3  C  C(CH 3 )3  was prepared in a three step sequence from ethyl trifluoroacetate.
 || 
 O 
 
The first step in a sequence involved treating ethyl trifluoroacetate with NH3 to give a compound A. A on
treatment with reagent 'X' (alongwith gentle heating) produces a compound B (which on hydrolysis can
produce an acid). B on treatment with an orango metallic, 'Y', followed by hyydrolysis produces C.
Based on above passing attempt the following questions:
Q.45 Structutre of 'A' would be
OH
C
(A) (B) (C) CF OCH2CH3 (D)
3
NH2
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[CHEMISTRY] [CARBONYL COMPOUND]
Paragraph for Question Nos. 54 to 56
A carbonyl compound P, which gives positive iodoform test, undergoes reaction with MeMgBr followed
by dehydration to give an olefin Q. Ozonolysis of Q leads to a dicarbonyl compound R, which undergoes
intramolecular aldol reaction to give predominantly S.

P  Q   R 1  S

1. MeMgBr 1. O 3 . OH ¯
2. Zn , H O
2. H , H 2O 2.  2
3. H 2SO 4 , 
Q.54 The structure of the carbonyl compound P is [JEE 2009]
O
Me
(A) (B) (C) (D)
O Me O Me O Et
Me
Q.55 The structure of the products Q and R, respectively, are [JEE 2009]
O O

Me H H
(A) , COMe (B) , CHO
Me Me
Me Me Me Me Me Me
O Me O

H CH3
(C) , CHO (D) , CHO
Et
Me Me Et Me Et
Me
Q.56 The structure of the product S is [JEE 2009]
O

(A) (B)
O
Me Me
Me

O
O
Me
(C) (D)
Me Me

ANSWER KEY
Q.1 C Q.2 B Q.3 C Q.4 A Q.5 D Q.6 B Q.7 C
Q.8 A Q.9 B Q.10 B Q.11 C Q.12 B Q.13 A Q.14 A
Q.15 B Q.16 B Q.17 C Q.18 D Q.19 C Q.20 D Q.21 C
Q.22 C Q.23 A Q.24 C Q.25 B Q.26 C Q.27 D Q.28 C
Q.29 A Q.30 D Q.31 D Q.32 C Q.33 C Q.34 D Q.35 B
Q.36 B Q.37 D Q.38 D Q.39 C Q.40 D Q.41 C Q.42 A
Q.43 B Q.44 C Q.45 B Q.46 B Q.47 C Q.48 A Q.49 C
Q.50 B Q.51 A; B Q.52 C Q.53 D Q.54 B Q.55 A Q.56 B
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