CHEMISTRY

CARBONYL
Q.1 Which one of the following is mixed ketone:
O O
|| ||
(A) CH 3  C  CH 3 (B) CH 3  CH 2  C  CH 3

O O
|| ||
(C) C 6 H 5  C  CH 3 (D) CH 3  C 6 H 4  C  C 6 H 5
(P)

Q.2 In which of the following reactions product will be aldehyde?

(A) CH 3  C  C  C 2 H 5 ( i ) O3
 (B) CH3–CH=CH2 CO / H / CO ( CO )
 2 2 8 
| | ( ii ) H 2O / Zn 
CH 3 CH 3
B H HOH / HgSO / H SO
(C) CH3–CH=CH2 
2 6
 (D) CH3–CCH    4 2
4 
NaOH ,H 2O 2

Q.3 Gem dihalide on hydrolysis gives:

(A) Vic diol (B) Gem diol
(C) Carbonyl compound (D) Carboxylic acid

Q.4 Which one of the following alcohols cannot be oxidised by K2CrO4?

(A) Ethanol (B) Tert butyl alcohol (C) Isopropyl alcohol (D) Allyl alcohol

Q.5 In the given reaction:

OH OH
| |
CH 3  CH — C  CH 3 HIO
4  (a) + (b)
|
CH 3
(a) and (b) respectively be:
(A) CH3CHO and CH3CHO (B) CH3COCH3 and CH3CHO
(C) CH3COCH3 and CH3COCH3 (D) CH3COOH and CH3COCH3

Q.6 Acetophenone can be obtained by the distillation of:

(A) (C6H5COO)2Ca (B) (CH3COO)2Ca
(C) (C6H5COO)2Ca and (CH3COO)2Ca (D) (C6H5COO)2Ca and (HCOO)2Ca

Q.7 Arrange these compounds in decreasing order of reactivity for the nucleophilic addition reaction:
(I) Acid chloride (II) Aldehyde (III) Ketone (IV) Ester
Select the correct answer from the codes given below:
(A) I > II > III > IV (B) IV > III > II > I (C) III > II > I > IV (D) I > IV > II > III

Q.8 Two isomeric ketones, 3-pentanone and 2-pentanone can be distinguished by :

(A) I2 / NaOH only (B) NaSO3H only (C) NaCN / HCl (D) Both (A) and (B)

Q.9 Acetal or ketal is:

(A) Vic dialkoxy compound (B) , -dialkoxy compound
(C) -alkoxy alcohol (D) Gem dialkoxy compound
Q.10 In the given reaction
O
|| ( i ) LiAlH 4
CH 3  CH 2  C  CH 2COOC 2 H 5 [
X]
 (A)    

(ii ) H 2O / H

O
||
CH 3  CH 2  C  CH 2  CH 2OH  C 2 H 5OH
[X] will be:
CH 2  OH
(A) HCHO (B) | + H
CH 2OH

CH 2  OH
(C) | + 
OH (D) HCN
CH 2  OH

Q.11 Consider the structure of given alcohol:

OH
|
C 6H 5  C  CH 3
|
C 2H5
This alcohol can be prepared from:
O O
|| ||
(A) C 6 H 5  C  CH 3 and C2H5MgBr (B) CH 3  CH 2  C  CH 3 and C6H5MgBr

O
||
(C) C 6 H 5  C  C 2 H 5 and CH3MgBr (D) All of these

Q.12 Stability of gemdiol depends on:

(A) Steric hindrance (B) Presence of –I group on gemdiol carbon
(C) Intramolecular hydrogen bonding (D) All of these

Q.13 In the reaction sequence:

C 6 H 5  C  CH 3 NH OH / H 
 2  [X] PCl
5  [Y]
||
O
[Y] will be:
O O
|| ||
(A) C 6 H 5  C  NHCH 3 (B) CH 3  C  NH  C 6 H 5

O
||
(C) C 6 H 5  CH 2  C  NH 2 (D) Mixture of (A) and (B)
Q.14 In the given reaction:
C 6 H 5  C  H NH OH / H 
 2  [X]
||
O
[X] will be:
(A) Only syn oxime (B) Only anti oxime
(C) mixture of syn and anti oxime (D) secondary amide
Q.15 Schiff's base is prepared from:
(A) Carbonyl compound and primary amine (B) Carbonyl compound and secondary amine
(C) Carbonyl compound and tertiary amine (D) All of these
Q.16 Schiff's reagent is used for the differentiation between:
(A) HCHO and CH3CHO
(B) CH3COCH3 and CH3CHO
O O
|| ||
C H
(C) C 6H 5  CH 2  C  CH 3 and 6 5  C  CH 2  CH 3
(D) HCHO and C6H5CHO
Q.17 Fehling solution gives red precipitate with:
(A) Aromatic aldehyde (B) Saturated aliphatic aldehyde
(C) Unsaturated aliphatic aldehyde (D) Both (B) and (C)
Q.18 Silver mirror test with Tollens reagent is given by :
(A) C6H5CHO (B) CH2=CH–CHO
(C) C6H5–CH=CH–CHO (D) All of these

Q.19 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.20 Which one of the following compounds will give dimethyl glyoxal with SeO2:
(A) Acetone (B) Acetophenone (C) Ethyl methyl ketone (D) Propanaldehyde

Q.21 In the given reaction

SeO
2  [X]

[X] will be:

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

Q.22 Consider the given reaction :
O O
|| ||
C 6H 5COOOH
CH 3  C  CH 3     CH 3  C  O  CH 3
The above reaction is known as :
(A) Baeyer-villiger oxidation (B) Oppenaur oxidation
(C) Periodate oxidation (D) Peroxide oxidation
Q.23 Acetone can be converted into pinacol by :
(A) Mg/Hg/H2O (B) Zn/Hg/HCl (C) Na/Hg/H2SO4 (D) All of these
Q.24 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:
Codes:
(A) I > IV> III > II (B) I > IV > II >III (C) III > I > IV > II (D) II > IV > I > III

Q.25 Which one of the following compounds will not give aldol:
(A) CH3CHO (B) CH3–CH2–CHO
O
||
(C) CH 3  CH 2  C  CH 3 (D) C6H5CHO
Q.26 In the given reaction
OH
|
NaOH
X +Y    CH 3
 CH  CH  CHO
5 C |
CH 3
(X) and (Y) will respectively be:
(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
Q.27 Number of products in the given reaction :

OH
C6H5CHO + CH3–CHO 
 Product
will be
(A) One (B) Three (C) Two (D) Four
Q.28 In the reaction :

OH / 
+   [X]
[X] will be :

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

Q.29 Perkin reaction is catalysed by :
(A) NaOH (B) HCl (C) NH4Cl (D) Pyridine

Q.30 Product of Perkin reaction is:

(A) , -unsaturated aldehyde (B) -cyclohexyl , -unsaturated aldehyde
(C) -Aryl-, -unsaturated acid (D) All of these

Q.31 The product of the reaction:

NO2 CHO + (C6H5–CH2CO)2O

[X]
will be :

(A) C6H5–CH =CH–COOH (B) NO2 CH=CH–COOH

(C) C6H5–CH=C–COOH (D) NO2 CH  C  COOH

|
C6 H5

Q.32 In the given reaction

OH
|
(i ) Zn
C6H5CHO + X    C 6 H 5  CH  CH 2  COOC 2 H 5
(ii ) HOH / NH 4Cl
[X] will be:
(A) CH3–COOC2H5 (B) CH3–CH2–COOC2H5

(C) Br–CH2–COOC2H5 (D) CH–COOC2H5

Q.33 The given reaction
(i ) Zn
C6H5–CHO + Br–CH2–COOC2H5    C6H5–CH=CH–COOC2H5
(ii ) HOH / NH 4Cl
(iii ) 

is known as :
(A) Perkin reaction (B) Knoevenagel reaction
(C) Reformatsky reaction (D) Claisen-Schmidt reaction

Q.34 Cannizzaro reaction is example of :

(A) Redox reaction (B) Disproportionation (C) Both (A) and (B) (D) Only oxidation

CH 2OH
|
Q.35 Acetaldehyde can be converted into HO CH 2  C  CH 2OH by which reagent?
|
CH 2OH
(A) KOH (B) KOH followed by LAH
(C) excess of HCHO and KOH (D) KCN followed by SBH
Q.36 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.37 In the given reaction :

O
||
CH 3  C  CH 3 Conc
 
.H 2SO 4
 [X]
Distillati on
[X] will be :
(A) Methyl oxide (B) Phorone
(C) 1, 3, 5-Trimethylbenzene (D) 2-Butyne

Q.38 Match list-I with list-II and select the correct answer using the codes give below the lists:
List-I List-II
NaBH
4 
(a) CH2=CH–CHO   (i) Acetal

(b) C6H5CHO + Ph–NH2 H
 (ii) Schiff's base

(c) C6H5COCH3+CH3–CH2–NH–CH3 H
 (iii) Unsaturated alcohol

H
(d) RCHO + 2RCH2OH   (iv) Enamine
Codes:
(a) (b) (c) (d)
(A) (iii) (ii) (iv) (i)
(B) (iii) (ii) (i) (iv)
(C) (ii) (iii) (iv) (i)
(D) (iv) (i) (ii) (iii)

Q.39 Match list-I with list-II and select the correct answer using the codes give below the lists:
List-I List-II
 
(a) C6H5CHO + HCHO OH
 C6H5CH2OH + HCO O (i) Cannizzaro reaction
(b) C6H5–H+CH3COCl Anhy
 
.AlCl 3
 C6H5–CO–CH3 (ii) Friedel Crafts reaction
Anhy. ZnCl
(c) C6H6+CO+HCl   2  C6H5–CHO (iii) Reimer-Tiemann reaction
Cu 2Cl 2

( i ) CHCl / Alc .KOH / 

3
(d)       (iv)Gattermann-koch aldehyde synthesis
( ii ) H 

Codes:
(a) (b) (c) (d)
(A) (i) (ii) (iii) (iv)
(B) (i) (ii) (iv) (iii)
(C) (i) (iii) (iv) (ii)
(D) (iv) (ii) (iii) (i)
Q.40 Cross Cannizzaro reaction is an example of :
(A) Redox reaction (B) Disproportionation (C) both A & B (D) Oxidation

Q.41 Which will give silver mirror test with Tollens reagent :
(A) C6H5CHO (B) CH3–CHO (C) HCOOH (D) All of these

Q.42 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.43 Grignard reagents do not give carbonyl compounds with :

(A) CO2 (B) RCOCl (C) RCN (D) RCOOR

Q.44 In the reaction sequence:

(i ) O
Cyclohexane hv / Cl 2 alc.KOH /  3 
  (X)     (Y) (ii ) H 2O / Zn (Z)
(Z) will be :
(A) Hexanal (B) 2-Hexanone (C) 3-Hexanone (D) Hexanedial
Q.45 The given reaction

Aluminium tertiary butoxide

      
Acetone

is knows as :
(A) Kolbe reaction (B) Tischenko reaction (C) MPV reaction (D) Oppeneur oxidation

Q.46 In the given reaction:

NaBH
H2C 4  (X)
O  

(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

Q.47 Cyanohydrin of which compound on hydrolysis will give lactic acid?
(A) C6H5CHO (B) HCHO (C) CH3CHO (D) CH3–CH2–CHO

Q.48 In the reaction sequence:

/
CH2OH–CHOH–CH2OH KHSO
 4
( C H5O )3 Al
 (X) 2   (Y)

(Y) will be:
(A) CH2=CH–CHO
(B) CH2=CH–CH2OH
(C) Mixture of CH2=CH–COOH and CH2=CH–CH2OH
O
||
(D) CH 2  CH  C  O  CH 2  CH  CH 2

Q.49 Acetaldehyde cannot give:

(A) Iodoform test (B) Lucas test (C) Benedict test (D) Tollens test

Q.50 The reaction in which NaCN/C2H5OH/HOH is used is:

(A) Perkin reaction (B) Benzoin condensation
(C) Reimer-Tieman reaction (D) Rosenmunds reduction

Q.51 Which one of the following reactions is used for the conversion of ketone into hydrocarbons?
(A) Aldol condensation (B) W.K.reduction
(C) Reimer-Tieman reaction (D) Perkin reaction

Q.52 Schiff's reagent gives pink colour with :

(A) Acetaldehyde (B) Acetone (C) Acetic acid (D) Methyl acetate

Q.53 Compound formed by the reaction of furfural ( ) with ethanol is

(A) an aldol (B) an acetal (C) a ketal (D) a hemiacetal
 ANSWRE KEY
Q.1 C Q.2 B Q.3 C Q.4 B

Q.5 B Q.6 C Q.7 A Q.8 D

Q.9 D Q.10 B Q.11 D Q.12 D

Q.13 D Q.14 C Q.15 A Q.16 B

Q.17 D Q.18 D Q.19 B Q.20 C

Q.21 B Q.22 A Q.23 A Q.24 B

Q.25 D Q.26 B Q.27 C Q.28 D

Q.29 D Q.30 C Q.31 D Q.32 C

Q.33 C Q.34 A Q.35 C Q.36 B

Q.37 C Q.38 A Q.39 B Q.40 A

Q.41 D Q.42 C Q.43 A Q.44 D

Q.45 D Q.46 A Q.47 C Q.48 D

Q.49 B Q.50 B Q.51 B Q.52 A

Q.53 D