QUANTA CHEMISTRY

An Institute of Chemical Sciences

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DPP- (5) Name Reaction (JAM)

1. What is the major product –

Br 1. Zn/ether
Ph OEt + CH3CHO C
2. H3O+/
O

CH3 CH3 CH3

Ph OH Ph OEt Ph OH
(a) (b) (c) (d) None of these
O O O

2. What is the final product C.

O
1. Zn
+ BrCH2COOEt
2. H3O+, Se/
O
C COOH
OH

(a) (b)

O
COOH
H2C C OH

(c) (d)

3. What is the final product –B

Br
H2 H2 H2 H2 1. Zn/Et 2O Se, 
EtO C C C C C C CHO A B
H 2. H3O+
O
OH O O O O
C C C C
OH OEt OH OH
(a) (b) (c) (d)

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 DPP- (5) Name Reaction (JAM)
4. What is the product –
O
C OPh 1. Zn/Et O
Br 2
2. CH2O
3. H3O+/
COOH COOH COOH
CH3 CH3
OH
(a) (b) (c) (d) Both (a) and (b)

5. BrZnCH2CO2C2H5 + Cl CH CHNO2

H2 H
HC CHNO2 O2N C C CH2COOC2H5

(a) (b)

CH2COOC2H5 CH2COOC2H5

NO2
H
HC C CH2CO2C2H5 H2C C CH2COOH
H
(c) (d)

Cl
6. What is the major product –
O O
1. Zn
C6H5 C CH3 + BrH2C C OEt A
2. H3O+/
CH3 O CH3 O
(a) (b)
Ph OH Ph OEt

CH3 O CH3 O

(c) Ph OEt (d) Ph OH

OH OH

7. What is the major product –

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 DPP- (5) Name Reaction (JAM)
O
1. Zn
OEt
2. PhCHO
Br
3. H3O +/
O
CH3 O
(a) (b) Ph OH
Ph OH CH3

O
H 3C OEt
(c) (d) Ph OEt
Ph O CH3

8. Major product formed –

O O
1. Zn, THF, 60ºC
+ O
2. HCl, THF
MeO Br
rt, 10H, 92%

OH OH
C C
(a) (b)
MeO O MeO O

O O
C C
(c) (d)
MeO O MeO O

ANSWER KEY
1. (b) 2. (b) 3. (d) 4. (b) 5. (b) 6. (a) 7. (b)
8. (d)

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 DPP- (5) Name Reaction (JAM)

HINTS & SOLUTION

OZnBr
C CH3
Br Zn/Ether
1. H
Ph OEt Ph OEt + CH3CHO Ph OEt

O OZnBr O
CH3
Zn/Ether
Ph OEt

O
Correct option is (b)

O
O OH OH H2
O ZnBr OEt C C OH
2. H3O+
+ H2C C OEt O

O
C OH
Se, 

Correct option is (b)

BrZnO OH
O O
O +
C OEt H3O C OH
3. EtO C CH (CH2)4 C H
OZnBr

O
Se,  C OH

Correct option is (d)

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 DPP- (5) Name Reaction (JAM)

OPh OPh
OZnBr O OH
C OZnBr O C C
CH2 CH2OH
4. H 3O+, 
+ HCHO

Correct option is (b)

H2 H
O 2N C C CH2CO2C2H5

5. BrZnCH 2CO2C2H5 + Cl C CHNO2

H
Cl

Correct option is (b)

O b
O O OZnBr O OZnBr
Zn b f f
+ Br C C OEt Br
OEt
b
Ph OEt Ph OEt
6. H2 Zinc-enonate f
6-member transition
state
BrZnO O OH O CH3 O
H3O+/ –H2O
Ph OEt Ph OH  Ph OH
CH3 CH 3
Correct option is (a)

O OZnBr O BrZnO O
Zn H3O+
7. OEt OEt + Ph H Ph OEt
Br CH3
OH O O

Ph OH Ph OH
CH3
Correct option is (b)

O O OZnBr O

8. Zn +
+ O O
MeO Br OMe

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 DPP- (5) Name Reaction (JAM)

O O

O O
OZnBr OH HO
O
HCl
O THF, rt,
OMe OMe MeO 10H, 92%

O O
H+
O Isomerisation O
MeO MeO Product

Correct option is (d)

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