ALDEHYCES, KETONES AND CARBOXYLIC ACIDS

D
1. 2D C O and Y (Y is alcohol, D is
OH ⎯⎯⎯⎯→
Cannizaro
X

deuterium). X and y will have structure

O D O D
(a) D C O , D C OH (b) D C O , D C OH
D H
O D
(c) H C O , D C OH (d) None of these
D

Answer: (a)
D O D O
OH−
D C O ⎯⎯⎯
→ D C D C O ⎯⎯
→D C OH CD 3O ⎯⎯
→ CDOO CD 3OH

OH D

2. Give the nature of A and B in the given reaction

−
B ⎯⎯⎯
KMnO4
+ ⎯ (CH3 )3 OH ⎯⎯⎯⎯⎯
KMnO4 /OH
→A
H ,

(a) A and B both are (CH ) C = CH 3 2 2

(b) A and B are (CH ) CO &CH O respectively

3 2 2

(c) A is (CH ) COH, while B is (CH ) C = CH or (CH ) CO

3 3 3 2 2 3 2

(d) A and B, both are (CH ) COH, i.e., there is no reaction

3 3

Answer: (c)
KMnO4
OH–
No reaction
(CH3)3—C—OH
Tert. butyl alcohol Alkaline KMnO4 fails to oxides 3° alcohols. It can do the oxidation if heated.
H3C H3C
KMnO4 C CH2 C O CO 2
H+,  [O]
H3C H3C

(Note: Usually 3 alcohols resist oxidation with normal

1
 oxidizing agents (CrO ,H CrO etc), but strong oxidizing agents
3 2 4

such as alkaline or acidic KMnO or K CrO in hot condition 4 2 7

break them to alkenes first and then alkenes are oxidized to

carbonyl compounds or acids.)

O O
3. Oxalic acid + A ⎯⎯
→
O O

A ⎯⎯⎯⎯⎯
conc. H2SO4
→ B. B is
O O O

(a) (b) (c) HCHO (d) CH3CHO

O O

Answer: (d)
O O
COOH
A
COOH
O O
CH 2OH
A is glycol i.e. CH 2OH
O OH HO O O

O OH HO O O
(A)

Now, A ⎯⎯⎯⎯
conc.
H SO
2
→B
4
(Think of Pinnacol – Pinnacolone type
rearrangement)
CH 2 CH3
CH 2OH + CH 2OH 2 – CH3
H H C OH ~H –H+
–H2O HC OH
CH 2OH CH 2OH shift CHO
H

2
 4. Which of the following hydrocarbon gives the following
compounds on ozonolysis followed by reductive hydrolysis?
I. CH3 – CO – CH3
II. CH3CHO
III.CH3 – CO – CHO
CH3
CH3 – CH = C – C = CH – CH3

A. CH3
CH3

CH3 – C = C – CH = CH – CH3

B. CH – CH
CH 3
= C – CH = C – CH
3 3

C. CH CH 3 3

D. Both (2) & (3)

Answer: (D)
Explanation:
CH3
(i) O3
CH3 – C = C – CH = CH – CH3
(ii) Zn/H 2O
CH3

(i) O3
CH3 – CH = C – CH = C – CH3
(ii) Zn/H 2O
CH3 CH3

CH3 O
C = O + CH3 – C – CHO + CH3 – CHO
CH3

5. The end product in following sequence of reaction is

−
Br ⎯⎯⎯
NH2
→ A ⎯⎯⎯
O3
→ B ⎯⎯⎯⎯
Ba(OH)2
→C

(a) O (b) OH

(c) O (d)
HOOC COOH

3
Answer: (c)
O
2 O
COOH C O 1
2+
− Ba 
Br ⎯⎯⎯
→NH2
⎯⎯⎯
O3
→ COOH ⎯⎯⎯⎯
2
→ Ba(OH) ⎯⎯⎯→
− CO 3
2
C O −BaO
5
4
Adipic acid O
Cyclopentanone

(Note: In ozonolysis, Zn / H O is not there, so final product is

2

not 'dial' compound, it is a dicarboxylic acid.)

6. An organic compound (A), C H O , on treatment with an 4 8 2

equivalent of C H MgBr gives (B), which do not respond to

2 5

Iodoform test. (B) on treatment with LiAlH gives (C) which 4

respond to Lucas test in 5 − 10 minutes. (C) upon treatment

with H / HCl gives (D) which on reaction with KOH (aq)
+

gave (E) which is oxidized with CrO to form (F). (E) and 3

(F) can respond positively to Iodoform test. (F) can also be

obtained by treating butyl ethanoate with one equivalent of
n − prMgBr, H O / H . Based on this information, (F) is
2
+

O O
(a) H3C C CH 2CH 2CH 3 (b) H3C CH CH2CH2CH3
CH3 OH
(c) H3C CH CH3 (d) H3C HC
CH 2CHO
OH

Answer: (c)
O O
OCH 3 ⎯⎯⎯⎯⎯
→ H3C
C2H5MgBr
H3C CH 2 C (1 equiv )
CH 2 C CH 2CH 3
(A) (B)

4
 OH Cl
H+ /HCl
⎯⎯⎯→ H3C
LiAlH4
CH 2 CH CH 2 CH3 ⎯⎯⎯⎯
→ H3C CH CH 2 CH 2 CH3
(C) (D)
2° alcohol (Rearranged product)

OH O
⎯⎯⎯⎯
→H3C CH3 ⎯⎯⎯⎯
→H3C
Aq, KOH CrO3
CH CH2 CH2 H2SO4
C CH2 CH2CH3
(E) (F)

O O
H3C C OC 4H9 C3H7MgBr ⎯⎯⎯⎯⎯⎯
−MgBr(OC H )
→ H3C C C3H7
4 9
Butyl ethanoate (F)
Pentan-2-one

O
[X]
7. RCOOH R C Cl . [X] will not be
(a) PCl5 (b) PCl3
(c) SOCl2 (d) HCl/anhyd. ZnCl2

Answer: (d)
HCl/ZnCl
R — COOH ⎯⎯⎯⎯⎯→
2 No reaction.

+
A ⎯⎯⎯
H3O
→ H3C CHCOOH

8. CH3 B is
⎯⎯⎯⎯⎯⎯⎯
CH3MgBr(two mol)
→B
H3O+

(a) (CH3 )2 CHCOCH3 (b) (CH3 )2 CHC(CH3 )2

OH

(c) (CH3 )2 CHCOCH(CH3 )2 (d) (CH ) CHCHCH(CH )

3 2 3 2

OH

Answer: (b)

5
 +
A ⎯⎯⎯
H3O
→ H3 C CHCOOH

CH3

H3O+
Note that: RCN ⎯⎯⎯→ RCOOH
H3O+
or RCOOR ' ⎯⎯⎯→ RCOOH


So (A) may be cyanide or an ester. Note that both RCN and

RCOOR ' react with two moles of CH MgBr to give a tertiary3

alcohol (First a ketone is formed and then ketone gives a 3 o

alcohol).
O OH
RCOOR' ⎯⎯⎯⎯
MeMgBr
→R C Me ⎯⎯⎯⎯
→RMeMgBr
C Me
Me

H3C OH
CH  alcohol(B) is (CH3)2CH C Me
Clearly, R is:
H3C (isopropyl) Me

9. The number of aldol reactions that occurs in the given

transformation is
OH OH
CH3CHO + 4HCHO ⎯⎯⎯⎯⎯⎯
→ Conc.aq.NaOH

HO OH

(a) 1 (b) 2 (c) 3 (d) 4

Answer: (c)
The given reaction is an example of repeated aldol
condensation followed by Cannizaro reaction.
Step I CH CHO + OH ⎯⎯→CH — CHO + H O
3
−
2 2

O O OH
CH2CHO ⎯⎯⎯
→ H2CH2O
H C H H2C CHO H C CH2 CHO
H

6
 Step II HOCH2CH2CHO + HO- ƒ HOCH2 — CHCHO + H2O
O O OH
CHO ⎯⎯⎯
→ H2C
H2O
H C H HC CHO H C CH CH CHO
CH2OH H CH2OH CH2OH

Step III H2COH CH CHO HO H2COH C CHO H2 O

CH 2OH CH 2OH

O CH 2OH O CH 2OH CH 2OH

CHO ⎯⎯⎯ → H2COH

H2O
H C H C CHO H C C C CHO

CH 2OH H CH 2OH CH 2OH

CH2OH O OH OH
Step IV H2COH HCHO ⎯⎯⎯⎯→
Cannizaro
C C H Re action HCOO
CH2OH HO OH

In the last step, formaldehyde is oxidized and the other

aldehyde is reduced giving the desired product.

10. Identify the final product [P]

C6H5 CH3
+

C6H5 CH3 H [P]



OH OH

(a) (b)

(c) (d)

7
Answer: (b)
C6H5CH3 C6H5 CH3 C6H5 CH3
+
H
C6H5 ––C––C–CH3 C6H5 ––C–––C–CH3 C6H5 ––C–––C–CH3

OH OH O–H OH OH
H

C6H5 OH C6H5 C6H5


2,1 CH3 –H
C6H5 ––C––C–CH3 C6H5 ––C––––C–CH3 C6H5 ––C––––C–CH3
shift 
CH3 CH3 O–H CH3 O

O
HCN H2O/H+
11. H3C C H
OH
A  Product

Product will be
OH
(a) H3C C COOH
H
OH
(b) HOOC C CH3
H
OH OH
(c) Mixture of H3C C COOH and HOOC C CH3
H H
OH
(d) H3C CH CONH2

Answer: (c)
O OH OH
HCN H3O+
H3C C H H3C C H H3C C H (Racemic
OH
CN COOH

mixture)

8
 CHO
(i) (CH CO) O/CH COONa
12. ⎯⎯⎯⎯⎯⎯⎯⎯⎯⎯⎯→
3 2 3 [A]
(ii) 
OH
O

(a) ; Aldol condensation

(b) ; Cannizzaro reaction

(c) ; Perkin reaction

O O
H H
C C COOH
(d) ; Reformatsky reaction

Answer: (c)
CHO

⎯⎯⎯⎯⎯
CH3COONa
(CH CO) O
→ ⎯⎯⎯
−H O
→
3 2 COOH 2

OH OH O O

(Perkin Reaction) (Esterification)

COOCH3 H/H2O/
Ph – CH B
13. COOCH3 Major

Major product B is

Ph – CH – COOH

a) COOH
b) Ph – CH3
9
 Ph – CH – CHO

c) COOH
d) Ph – CH2 – COOH
Answer: (d)
Explanation:
COOCH3 H /H2O COOH 
Ph – CH Ph – CH  CO2 + Ph – CH2– COOH
COOCH3 COOH
-carboxy
carboxylic acid

O
C CH3 O
C2H5ONa
14. + CH3 C O C2 H5
C2H5OH
[X] . [X] will be
OH O H H O
C CH2 C CH3 C C C CH3

(a) H (b)
O O O
(c) H3C C CH2 C (d) H3C C CH2 COOH

Answer: (c)
O O O
C CH3 C CH2 + H3C C O C2H5
+
C2H5ONa

O O
H3C C CH2 C

O
CF COOOH
15. H3 C CH C CH2 CH3 ⎯⎯⎯⎯⎯⎯
3 →[X] . [X] will be
CH3

10
 O
(a) H3C CH2 C O CH CH3
CH3
O
(b) H3C CH C O C2 H5
CH3
O
(c) H3C C O C(CH3)3
O
(d) (H3C)2 C O CH3

Answer: (a)
H O H O
CF COOOH
H3C C C C2H5 ⎯⎯⎯⎯⎯⎯
3 → H3C C O C C2H5

CH3 CH3

This is the case of Baeyer-Villiger Oxidation reaction. In

this reaction Ketones can be converted to ester using
peroxyacids or peroxides.
O O
Peroxy acid
C C R2
⎯⎯⎯⎯⎯
or
→ O
R1 R2 Peroxide R1

The more electron rich alkyl group migrates to the oxygen

in this concerted process. Therefore,
O O
CH3 ⎯⎯⎯⎯⎯
→ H3C
3 CF COOOH
H3C CH C CH2 CH O C CH2 CH3
CH3 CH3

16. The reagent with which both acetaldehyde & acetone react
easily is
(a) Fehling’s reagent (b) Grignard’s reagent
11
 (c) Schiff’s reagent (d) Tollen’s reagent
Answer: (b)
Grignard’s reagent has carbanion as nucleophile can attack
O
even at C of ketone.

17. The end product of the following reaction would be

OCH3
(i) H3O+
OCH3 (ii)
COCH3
O

OCH 3
(a) O (b) OCH 3
COH COH
O O

(c) O (d) O

COCH3
O

Answer: (c)
Cleavage of ether linkages, acyl-oxygen cleavage by acidic
hydrolysis and further decarboxylation leads to
cyclohexanone.
CH3 O
–
(i)t − BuO
18. ⎯⎯⎯⎯
(ii) H O+
3
→ D. D is
N R

12
 CH3 O

N R
(a) t-BuO (b) N R
R
R

N
(c) N (d)

Answer: (b)
CH3 O CH2 CH2
+ t BuO O
N R N R N C R
O
+
H

R
N N
OH

O
NH2–NH2/EtO
X Y
O Heat
19. . HO

Y is
O

A. O O

B. HO
OH
O

C. CH –OH 2

D.
Answer: (D)

13
Explanation:
O O
Wolff-Kishner
Reduction
CH3
O  N2H4/EtO
HO
-keto ester

20. The order of reactivity of the following compounds with

PhMgBr is
(I) PhCOPh (II) CH CHO (III) CH COCH 3 3 3

(a) (I) > (II) > (III) (b) (III) > (I) > (II)
(c) (II) > (I) > (III) (d) (II) > (III) > (I)
Answer: (d)
Reactivity of carbonyl compounds with any nucleohile is
based on electrophilicity of carbonyl Carbon and steric
crowding around it. Based on electrophilicity and
crowding, CH CHO is the most reactive. The least reactive
3

would be PhCOPh due to excessive steric crowding.

O
O

21. The most stable enol form of the compound O is

CH3
O

OH O
O O

(a) O (b) O
CH3 CH3
O OH

14
 O O
O OH

(c) O (d) O
CH3 CH3
OH O

Answer: (d)
The doubled bond is more substituted and conjugated with
carbonyl groups on both side.

22. Arrange the following in the increasing order of hydrate

content when dissolved in water.
O
O 2N

(I) CH3

CH3
(II)
O
OMe
CH3
(III)
O
H3C
CH3
(IV)
(a) I < II < III < IV (b) IV < III < II < I
(c) III < II < IV < I (d) III < IV < II < I
Answer: (d)
Hydrate formation involves nucleophilic addition at
carbonyl carbon in the slow rate determining step.
Therefore, electron withdrawing group increases reactivity

15
 while electron donating group decreases reactivity of
carbonyls.
23. Which of the following has most acidic hydrogen atom
(a) CH CHO 3 (b) CH COCH 3 3

(c) CH COCH CHO

3 2 (d) CH COCH COOCH
3 2 3

Answer: (c)
Hydrogen atoms present at  − position to any electron
withdrawing substituent are acidic in nature. The acidity of
 − hydrogens increases if they are surrounded by electron

withdrawing groups on both the sides. So, active methylene

group containing compounds have more acidic hydrogens
when adjacent groups are aldehyde and ketonic with
respect to compounds containing ester and ketonic groups.

24. The general order of reactivity of carbonyl compounds to

nucleophilic addition reaction is
(a) CH = O  R C = O  Ar C = O  RCHO  ArCHO
2 2 2

(b) CH = O  RCHO  R C = O  ArCHO  Ar C = O

2 2 2

(c) ArCHO  Ar C = O  RCHO  R C = O  CH = O

2 2 2

(d) Ar C = O  R C = O  ArCHO  RCHO  CH = O

2 2 2

Answer: (b)
Reactivity of carbonyl compounds for nucleophilic addition
reaction depends upon
(i) Steric hindrance at carbonyl carbon (less steric
hindrance, more will be reactivity)

16
 (ii) Magnitude of the positive charge on carbonyl carbon
atom (more the magnitude of positive charge greater all be
reactivity).
25. The final product in the reaction:
H3 O+ / 
CH − CH = CH − CH − CHO ⎯⎯⎯⎯→(A) ⎯⎯⎯⎯⎯
3 2
(CH2OH)2
→(C) is
→(B) ⎯⎯⎯⎯
Alk. KMnO4
(cold dilute)

O O
(a) (b)
O O
(c) CHO (d) COOH
OH OH OH OH
Answer: (c)
Addition of glycol to aldehyde will result into the
formation of acetal (this is done to protect aldehyde group).
Further treatment with cold alkaline KMnO causes 4

syn−hydroxylation at the double bond and finally acid

hydrolysis will deprotect the aldehydic function.

26. A mixture of benzaldehyde and formaldehyde on heating

with aqueous NaOH solution gives
(a) benzyl alcohol and sodium formate
(b) sodium benzoate and methyl alcohol
(c) sodium benzoate and sodium formate
(d) benzyl alcohol and methyl alcohol
Answer: (a)
Initially OH attacks at the carbonyl carbon of HCHO than
−

that of PhCHO because of

(i) more electrophilic carbonyl carbon and

17
 (ii) less sterically hindered
carbonyl carbon to give hydroxy alkoxide which acts as
hydride donor in next step to give sodium formate.
27. Identify the product (C) in the series:
+
CH3CN ⎯⎯⎯⎯⎯
Na/C2H5OH
→ A ⎯⎯⎯
HNO2
→B ⎯⎯⎯⎯⎯
KMnO4 , H
→C

(a) CH COOH
3 (b) CH3CH2NHOH

(c) CH CONH
3 2 (d) CH3CHO

Answer: (a)
CH3 – CN + 4H ⎯⎯⎯⎯⎯
Na/C2H5OH
→ CH3CH2NH2
( A)

CH3CH2NH2 + HO – N = O ⎯⎯
→ CH3 – CH2OH + N2 + H2O
CH3 CH2OH ⎯⎯⎯
[O]
→ CH3 COOH
KMnO4 (C)

Hence, (a) is the correct answer.

28. Among the following choose the most acidic compound.

A. Phenol
B. Carboxylic acid
C. Ethyl alcohol
D. Ether
Answer: (C)
Explanation:
Carboxylic acid is most acidic among the all.
The increasing order of acidity of compounds are-
Ether < Ethyl alcohol < Phenol < Carboxylic acid

18
29.

.
Final product is

(a) (b)

(c) (d)
Answer: (d)
Explanation:

30. a compound has a vapour density of 29. on warming an

aqueous solution of alkali, it gives a yellow precipitate. the
compound is
(a) CH CH CHO
3 2 (b) CH CHOHCH
3 3

(c) CH COCH
3 3 (d) CH CH COOH
3 2

Answer: (c)
Molecular weight of the compound = 2  vapour density
19
 = 2  29 = 58
Molecular weight of CH CH CHO, CH CHOHCH , CH COCH and 3 2 3 3 3 3

CH CH COOH are 58, 60, 58 and 74 respectively. both

3 2

CH CH CHO and CH COCH have molecular weight 58 but only

3 2 3 3

O
||
ketone i.e. CH − C− CH on warming with aqueous alkali gives
3 3

yellow precipitate.

O
CH3 ⎯⎯⎯⎯⎯⎯⎯⎯→
HNO &EtONO / HCl
31. Et C
2
H3O +
(A). (A) is
(Reaction similar to acidic  -Halogenation)

O O O

(a) Et C C H (b) Et C CH N OH
O
Et C CH2NO
(c) No reaction (d)
Answer: (a)
HNO2 + H+ → H2O + +NO
+
OH OH O
+
Et C CH2 + NO Et C CH2 N O Et C CH2 N O

O O O
+
Et C C H ⎯⎯
H3O
⎯ Et C CH N OH

32.

CH3MgBr / H + KMnO4 ( cold dill.) CrO3 H+ / 

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

20
For the above conversion the correct order of reagents used is
(A) 1 → 2 → 3 → 4 (B) 1 → 4 → 3 → 2
(C) 1 → 4 → 2 → 3 (D) 2 → 3 → 4 →1

Answer: (C)

33.

(a) (b)

(c) (d)

Answer: (c)
H

21
 O
34. The reaction + NH3 ⎯
⎯→ yields

OH
H2N OH
(a) NH2 (b)
O

OH H2N O
(c) NH2 (d)

Answer: (d)
The addition of nucleophile on an ,−unsaturated

carbonyl compound occurs at −position.

+
O + O− NH3 O− NH2 OH
•• IMPE
N H3
⎯⎯⎯→

tautomerize

NH2 O

35. In a Cannizaro reaction, the intermediate that will be the

best hydride donor is
H H
O− O−
(a) OH (b) O−

22
 H H
−
O−
O O−
(c) (d) O−
MeO

Answer: (c)
Greater the charge density on carbon of C − H group, the
greater the tendency of hydride to leave the carbon atom.
Methoxy group present on benzene ring is an electron
releasing group, so (c) would be the best hydride donar
among there.

36. If ‘D’ be the deuterium, (X) and (Y) in the reaction

D
2D − C = O + OH− ⎯Cannizaro
⎯ ⎯⎯→ (X) + (Y) will have structures
Re action

O D O D
(a) D − C = O−, D − C − OH (b) D − C − O−, D − C − OH
D H

O D
(c) H − C − O−, D − C − OH (b) none is correct
D

Answer: (a)
The given reaction proceeds in the following ways.
Attack of OH−:

23
 OH
D − C = O + OH− ⎯⎯→ D − C − O−
D D

Transfer of D−:
OH OH D
D − C − O− + D − C = O ⎯⎯→ D − C = O + D − C − O−
D D D

H+ exchange

O− D
D−C=O + D − C − OH
D

37. 2 COOH ⎯NaOH

⎯⎯ ⎯→ COOH COOH
+
CHO CH2OH COONa

It is
(a) Crossed Cannizzaro reaction
(b) Intermolecular Cannizzaro reaction
(c) Intramolecualr Cannizzaro reaction
(d) None
Answer: (b)

24
 By taking the product in account, we can easily say during
the reaction two molecules of substrate have participated to
undergo intermolecular cannizzaro reaction.

38. Compound [X] in the following reaction is

CH3
CHO
Con.KOH
[X]
CHO
NO 2
(1 equiv)

CH3
CH3
COOH
CH 2OH

CH2OH COOK
NO2
(a) (b) NO 2

CH3 CH3

COOH COOK

CH 2OK CH 2OH

(c) NO 2 (d) NO 2

Answer: (b)
Carbonyl Compounds
Intramolecular Canizarro reaction. -NO2 group increases
the reactivity of -CHO group and hence it gets oxidized and
the other gets reduced.

25
39. For the reaction:

Which reagent will be appropriate for the above

conversion?
(a) Zn ⎯ Hg/HCl (b) NH2 − NH2/OH−
(c) LiAlH4/H (d) HI/P
Answer: (b)
Acidic medium is not required otherwise that will react
with OH group also. Therefore, Wolff-Kishner reduction is
preferred.

40. The enol form of acetone, after treatment with D2O gives
OD O
(a) CH3 − C = CH2 (b) CD3 − C − CD3
OH OD
(c) CH2 = C − CH2D (d) CD2 = C − CD3

Answer: (a)
The enol form of acetone is CH3COH = CH2. Only active
hydrogen is replaced by deuterium. Thus, the product will
OD
be CH3 − C = CH2

41. The major product obtained in the reaction

26
 O
||
CH3 − CH = CH − C − CH3 ⎯⎯⎯⎯
CH3MgBr
H O+
→
3

CH3CH = CH − CH − CH3
|
(a) (CH3 )2 CH − CH2COCH3 (b) OH

OH
(CH3 )2 CH − CH − CH3 |
|
(c) (d) CH3 − CH = CH − C − CH3
OH |
CH3

Answer: (a)

O
CH 3 CH CH C CH 3


(double bond in conjugation with carbonyl group)

O O

CH 3 CH CH C CH 3 CH 3MgBr CH 3 CH CH C CH 3
CH3

+
H3O

O OH
tautomerize
CH 3 CH CH 2 C CH 3 CH 3 CH CH C CH 3
CH3 CH3
(enol)

This is the case of 1, 4-addition.

O
|| –
42. ⎯⎯→ P
CH3–C–CH3 ⎯OH + CH2(COOC2H5)2 ⎯⎯⎯⎯→ Q C 2 H 5ONa
⎯⎯ ⎯ ⎯→
C H ONa
2 5
R
I. H O + II. Heat
⎯⎯3⎯⎯⎯
⎯→ S
The final product ‘S’ is -

27
 O O O
(a) (b) O (c) (d)
O O
Answer: (c)
CH2(COOC2H5)2,
O O C2H5ONa
|| – || –
OH [CH(COOC 2H5)2]
CH3–C–CH3 CH3–C=CH–C–CH3
|
CH3
O
||
CH2 –C–CH3
(CH3)2C
Dickmann’s CHC–OC2H5
condensation | ||
C2H5ONa C O
O H5C2O O
CH2–C +
(CH3)2C CH2 H3O , Heat
CH—C O
C O CH2–C
(CH3)2C CH2
H5C2O O
CH –C
C O

H5C2O O

43. The formula

Cl
CH.CCl3 refers to
Cl

(a) BHC (b) DDT (c) DNA (d) RNA

Answer: (b)
DDT is form by the reaction of chloral (CCl3.CHO) with
phenol.

28
 HO H HO —
+ O CH.CCl3 CH.CCl3
HO H HO —

DDT (p,p1- dichloro diphenyl

trichloroethane).

44. Reaction in which Benzaldehyde gives Benzyl alcohol is

a) Micheal reaction
b) Cannizzaro reaction
c) Diel’s alder reaction
d) Perkin reaction
Answer: (b)
Explanation:

45. The appropriate reagent for the transformation is

O

CH3 CH3

HO HO

(a) Zn (Hg)/HCl (b) NH2 – NH2 / OH–

(c) Both (a) and (b) (d) None of the above
Answer: (c)
Both Zn(Hg)/HCl and NH2–NH2/OH– can reduce
COCH3 group to
CH2–CH3 but HCl will also bring about replacement of
OH group by Cl. Therefore, the most appropriate reagent
is NH2 – NH2/OH–.
29