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QUANTA CHEMISTRY

An Institute of Chemical Sciences


CSIR-NET | IIT-GATE | IIT-JAM | Other MSc. Entrance

DPP- (3) Name Reaction (JAM)

1. Major product formed in the following


O
1.
O N
H
Cat H+
2. Br
O
3. HCl/H2O

O O O O
O
(a) (b) O (c) (d) O
O
2. Find the products.
(i) NaOH
NaOEt, EtOH (ii) H3O , 
CH2(COOEt)2 A B
RX LiCl
DMF
(C)
(a) A is RCH(COOEt)2 (b) B is RCH2COOH
(c) C is RCH2COOEt (d) All of the above
3. Find the major product?
O
Ph KOH, Bu4NBr
(B)
MeI
O
O
(a) Ph (b) Ph

OH O OH O
Ph Ph
(c) (d)
Ph Ph
4. Major product formed in the given reaction is

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DPP-(3) /Name Reaction
O O (1) Br Br
EtO OEt NaOEt
(2) NaOH
(3) HCl/ 
O OH O OH
O CH3
(a) (b) (c) (d)
OH

5. Major product formed


1. NaH
CN
2. Br

3. NaOH
COOH COOH

(a) (b)

(c) (d)

6. Major product form in the given reaction is


O
1. LDA, –78ºC
2. Ph–CH2–Br

O O O O
Ph
(a) Ph (b) (c) (d)
Ph Ph
7. Major product form in the given reaction is
O
Ph 1. NaH

2. CH3–I
O
O O Ph O
Ph Ph H3C Ph
(a) (b) (c) (d)
CH3
CH3 CH3
8. Major product form in the reaction is
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DPP-(3) /Name Reaction
O
NaH

Br
CH3
O
O O
O
CH 3
(a) (b) (c) (d)
CH3 CH 3 CH3
9. Major product formed in the reaction is
O O 1. NaOEt
OEt 2. Ph–CH2–Br
3. NaOH
4. H3O+, 
O
O O O O
(a) (b) (c) (d)
Ph Ph Ph
10. Major product formed
O
1. NaOEt
OEt
EtO 2. Ph–CH2–Br
O O 3. NaOH
4. HCl/ 
O Ph O
Ph O
Ph
(a) HO (b) HO (c) (d)
O HO Ph
O O
11. Major product formed
K2CO3
Br NO2
CH3
NO2
NO2 NO2
(a) CH 3
NO2 (b) (c) (d)
CH 3
12. Major product formed in the given reaction is,
1. NaOEt, EtOH
EtO 2C CO2Et
Cl
2. NaOH
3. H3O+/

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DPP-(3) /Name Reaction
HOOC COOH COOH COOH

(a) (b) (c) (d)

13. Major product formed in the given reaction is


EtO2C CO2Et 1. NaOEt
Br Br 2. NaOH
3. HCl, 
COOH
COOH COOH
(a) (b) (c) (d)
COOH COOH
14. Major product formed in the given reaction will be

O 1. , H+
N
H
Cl
2.
Cl
3. HCl, H 2O
O O O O Cl
Cl
(a) (b) (c) (d)
Cl
Cl
15. Major product formed in the given reaction is
O
1. R2NH, H+
Ph
2. Br
O
3. HCl, H2O
O
O O O O
O Ph Ph
(a) (b) (c) (d)
Ph O O Ph

ANSWER KEY

1. (c) 2. (d) 3. (a) 4. (b) 5. (a) 6. (d) 7. (a)


8. (c) 9. (c) 10. (b) 11. (c) 12. (d) 13. (d) 14. (c)
15. (c)

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DPP-(3) /Name Reaction

HINTS & SOLUTION


O O O

O , Cat H+ N N O
N Br
1. O HCl/H2O
H
O O
Correct option is (c)

O
NaOEt
EtOH R X H NaOH C OH
2. CH2(COOEt)2 HC (COOEt)2 R C (COOEt)2 R CH
(A) C OH
O

COOH H O+,  H2
3
R CH R C COOH
COOH (B)

COOEt
LiCl
R CH R CH2COOEt
DMF
COOEt (C)
Correct option is (d)

O KOH, Bu4NBr O Me I O


3. Ph Ph Ph

Correct option is (a)

O O
O O Br
Br NaOEt
4. EtO OEt
EtO OEt
NaOEt Br

O OH O
O O COOH
EtO OEt NaOH OH HCl

Correct option is (b)

CN COOH
Br
5. CN NaH CN NaOH

Correct option is (a)


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DPP-(3) /Name Reaction

O O
Ph O
6. LDA, –78ºC P h – CH2 – Br

Correct option is (d)


O O O
Ph 1. NaH Ph CH3 – I Ph
7. CH3

Correct option is (a)

O O O

NaH
8.
Br Br
CH3 CH3 CH3
Correct option is (c)

O O O O O O
NaOEt
OEt EtOH OEt Ph–CH2–Br OEt
9.
H2 C
Ph
O O
O
NaOH H 3 O+ , 
OEt
Ph
H2C
Ph
Correct option is (c)

O O
OEt NaOEt OEt
10. EtO EtO
Ph – CH2 – Br
O O O O

Ph Ph
O H2 C O H2 C O
OEt NaOH HCl,  Ph
EtO EtO COOH HO
O O O O
Correct option is (b)
NO2
11.
Br NO2
CH3 CH3
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DPP-(3) /Name Reaction
Correct option is (c)

Cl
12.
EtO2C CO2Et NaOEt, EtOH EtO2C CO2Et

EtO2C CO2Et HOOC COOH COOH

NaOH H3O+/

Correct option is (d)

EtO2C CO2Et
EtO2C CO2Et NaOEt EtO2C CO2Et Br Br
13.
Br

EtO2C CO2Et
NaOH NaOH
COOH
HCl, 
Correct option is (d)

O , H+ N Cl N Cl
N
14. Cl Cl
H

N O
HCl, H2O
Cl Cl
Correct option is (c)
R R NR2 Ph
O N Br
R2NH, H+ O
15.
H 2O

O
NR2
HCl, H2O Ph
Ph
O
O
Correct option is (c)

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