Name Reaction 4

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DPP- (11) Name Reaction (JAM)

1. Major product formed –
Cl O
(i) NaCN
H
O
EtO C
(ii) H
MeO
OH OH
OEt OMe
(a) (b)
O OMe O OEt
Cl Cl
OH OH
EtO MeO
(c) O (d) O
MeO EtO
Cl Cl
O
Ph
2. 1. NaOH
2. H 2 O
A
O 3. EtOH / H 2SO 4
MeO
What is the major product A?
Ph Ph OEt Ph
OEt OH
COOH COOH COOEt
(a) (b) (c) (d) None of these
OMe OMe OMe
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1
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O
Ph 
1. NaOH / H 2 O
 A
3. 
2. Et O Na (excess)
Me 3. Benzyl chloride (1eq.)
O
OH
Me Me
OCH2Ph
(a) (b) C ONa
Ph
C OH O
Ph
O
OCH2Ph Me
Me ONa
(c) C OCH2Ph (d) C O CH 2Ph

Ph
O Ph
O
4. What is the major product
O
Cl O
NaOMe
+ Ph C H
O O
O O O O
Ph Ph Ph
(a) (b) (c) (d)
Ph Ph

O
H3C NaOEt
OEt
H O
Br
Ph C Ph
O
Ph O
OEt Ph C OH
(a) Ph (b)
O Ph O
Ph Ph Ph
COOEt Ph
(c) (d) CH3
O CH3 O
2
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O
1. NaOEt
O + H 2C C OEt
2. NaOH
Br HCl, 
O
COOEt COOEt
(a) (b)
O CHO
COOH
(c) (d)

O O
H 1. Cl CH2 C OEt EtO
2. NaOH
3. HCl/
O
H CHO CH2CHO
C
(a) (b) (c) OH (d)
O

O
O NaOEt
H2
Ph C C Cl +
HO
O O
(a) Ph C C (b) Ph
H O
HO O
(c) (d) None of these

O
9. What is the major product formed –

O
NaCN
Ph C H
O O OH
Ph Ph
(a) Ph (b) Ph (c) Ph COOH (d) None of these
O OH Ph

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3
O
H NaCN
CHO
O O
O
(a) (b)
OH
O OH
OH OH
(c) (d)
OMe
O
C

11. O O 
1. NaOH / H3O
A
O
What is the major product?
O
HO COOH HO C ONa
(a) (b)
OMe OMe
COOH COOH
O O
C ONa HO C OH
HO
(c) (d)
OMe OMe
COOH CHO
4
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Me Me
O O 
12. 
1. H3O
2. PCC
A
3. NaOH / H 2 O
What is the major product
OH OH
COOH COOH OH
COOH
(a) Ph (b) Me (c) (d) None of these
Me Me
13. What is the major product –
KOH, dioxane
30 mint., rt., 74%
O
O
(a) (b)
COOH COOH
OH OH
(c) (d)
O OH
O
O H  A
1. KCN / EtOH
14. 2. PCC
3. NaOH / H3O
O
O OH
OH
C OH COOH
HO O
(a) OH (b) O
HO O
OH O
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5
OH
CN OH
HO COOH
O
O
(c) OH (d)
HO O
O
OH
1. O3 / Me2S/  78ºC
15.  2. NaOH
A
3. H 2 O

OH OH OH O
(a) (b) (c) (d)
COOH OH OH O
H2 O
C C Ph 
1. SeO2
A
16. 2. NaOH
3. D 2 O

Ph Ph Ph
(a) OH (b) OD (c) OD (d) None of these
Ph COOD Ph COOD Ph COOH
Ph

1. KMnO 4 / NaOH
2. PCC
A
17. 3. NaOD
4. H 2 O
Ph Ph Ph
(a) OD (b) OH (c) OD (d) None of these
Ph COOH Ph COOD Ph COOD
ANSWER KEY
1. (c) 2. (c) 3. (a) 4. (b) 5. (c) 6. (d) 7. (a)

8. (b) 9. (b) 10. (c) 11. (d) 12. (a) 13. (a) 14. (a)
15. (a) 16. (a) 17. (a)
6
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HINTS & SOLUTION
Cl O Cl O Cl OH O
CN EtO
H NaCN H H
1. CN +
MeO
OH OH
CN
EtO EtO
H
O Cl O
MeO MeO Cl
Correct option is (c)
O 1. NaOH
Ph 2. H O
2
2.
O 3. EtOH/H2SO4
MeO
O O OH
Ph Ph
Ph NaOH OH
OH H2O
O O O
MeO MeO MeO
Ph OH
EtOH/H2SO4 OEt
O
MeO
Me O 1. NaOH/H2O
Ph 2. EtONa (Excess)
3.
O 3. Benzyl-Chloride (leq.)
Me O Me O Me OH
Ph
Ph NaOH/H O OH
2
O EtONa
Ph
O OH O
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7
Me Ph O Me Ph OCH 2C6H 5
O C H H C Cl OH
6 5 2
O O
Correct option is (a)
O O
Cl O Cl O
NaOMe
4. H + Ph C H + Ph C H
O O O
Cl O Ph
C H
H
Ph
Correct option is (b)
O O
O O O
H 3C NaOEt H3C Ph C Ph H 3C H 3C
OEt OEt OEt Ph OEt
5. Br
H Br Br C Ph
C O
Ph Ph
O

O O
NaOEt
6. O + H2C C OEt O + HC C OEt
Br Br
O H
O O
O NaOH
O C OEt C O
H H
C C OEt O
Br
OH O
–CO2
C H
HCl, 
Correct option is (d)
O O
O C H O
H OEt
7. + Cl CH C OEt + Cl CH C OEt
H
O O O O O O
C CH C OEt C OEt NaOH C OH
H Cl
8
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H
HCl
 O
–CO2
O O
O NaOEt O
H2 H H
8. Ph C C Cl + Ph C C Cl +
HO HO
O O
O O O O
Ph C HC NaOEt
Ph C C Ph C C
Cl
HO HO O
OH
O
O –H2O
Ph C Ph
O O
H
O O O OH OH O
NaCN
9. Ph C H Ph C H + Ph C H Ph C Ph C C H
CN CN CN Ph
O OH O
H2O
Ph C C H Ph
Ph
CN Ph OH
Benzoin
O OH OH
H CN H
H NaCN
CHO CN C O C O
10.
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9
O O
CN
OH OH
O O
HO
C NaOH
11. C OMe C OMe
OHC O OHC O
MeO O
OH HO C OH
O
H3O+
O OHC OMe
OHC
Correct option is (d)

Me Me
O O
1. H3O+
12.
2. PCC
3. NaOH/H2O
Me Me
O O HO OH O O
H3O+ PCC
NaOH
O O OH O
OH
OH
10
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KOH,
dioxane
30 mint., OH
13.
O rt., 74% O
COOH
O O OH
O
1. KCN/EtOH
O H 2. PCC
14. A
O 3. NaOH/H3O+
O O OH
O O C H O C CN O H
H KCN
CN +
O O O O O
O O O O
O C CN O C H OH O C C
C
O O PCC O
C H
OH O
O O O
O
O
O
O O O
HO O
NaOH O C C O
O O O
O
O
OH
H3O+ HO COOH
HO
OH
OH
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11
1. O3/Me2S/–78ºC
A
15. 2. NaOH
3. H2O
O O
OH
O3/Me2S/–78ºC O O C OH H2O C
NaOH OH
OH
O O O
O
O O O O
OH HO C
H2 O O
16. C C Ph SeO2 NaOH
Ph Ph
OOH O OH
D2O
O C C Ph DO C C Ph
Ph Ph
Ph 1. KMnO /NaOH
4
17.
2. PCC
3. NaOD
4. H2O
OH O
Ph KMnO /NaOH Ph PCC Ph NaOD
4
OH O
O O
Ph O O
Ph O DO DO
Ph H2O Ph
OD O OH
O OD Ph Ph
12
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QUANTA CHEMISTRY

An Institute of Chemical Sciences

DPP- (11) Name Reaction (JAM)

(a) (b) (c) (d) None of these

OMe OMe OMe

What is the major product A?

(c) C OCH2Ph (d) C O CH 2Ph

5. Major product formed –

6. Major product formed –

7. Major product formed –

8. Major product formed –

(c) (d) None of these

9. What is the major product formed –

10. Major product formed –

What is the major product

13. What is the major product –

What is the major product?

What is the major product?

What is the major product?

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

HINTS & SOLUTION

Correct option is (c)

Correct option is (a)

Correct option is (c)

Correct option is (c)

Correct option is (d)

Correct option is (a)

Correct option is (a)

Correct option is (a)

Correct option is (a)

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