QUANTA CHEMISTRY

An Institute of Chemical Sciences

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

DPP- (1) Name Reaction (JAM)

1. Major product is:
OEt
O 1. LDA
Cl –78°C

(a) (b) COOEt

COOEt
COOEt

(c) (d) Cl

2. Major product is:

1.
O N
H
2. CH3 – Br
3. H+/ H2O
O
O O
(a) (b) CH 3 (c) (d) All of the above
CH3
3. What is product A and B
O
CH3
1. LDA, – 78 ºC
(A)
2. Br
1. NaH
Br
2.
(B)
O O O
CH3 CH3 CH 3
(a) A = B= (b) A = B =

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 DPP-(1) /Name Reaction(JAM)

O O O
CH 3
(c) A = B = (d) A = B=

4. What is the major product:

O
NaH
CH3 – Br
O
O O O
(a) (b) (c) (d)
CH 3
5. What is major product:

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

O O O O

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

6. Major product for the following reaction:

O
1. LDA
2. Br

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

7. What is product B and D

O
Me
LDA/THF O
A B
H 2O
tBuO–K+

O
C D
H 2O

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 DPP-(1) /Name Reaction(JAM)
O O
HO
(a) B = OH D =

(b) B = D = OH

O
HO
(c) B = D =

O O
HO
(d) B = D= OH

8. How many enol can be possible.

O O H+

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

Multiple Select Questions (MSQs)
9. Which of the following statements is correct–
(a) +BuO– K+/+BuOH is a non-nu– base
(b) +BuO–k+/+BuOH is nu– base
(c) +BuO–K–/+BuOH is a thermodynamically controlled base
(d) + BuO–k+/+BuOH is a kinetically controlled base
10. Which of the following enolate is/are possible
O O O O
KNH 2 KNH2
(a) (b)
THF/–30°C THF/–60°C
O O

(c) KH (d) All are correct.

11. Which of the following is/are correct order for electrophilic centre—

R R R R R
R N N O
N O N
(a) < < (b) < <

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 DPP-(1) /Name Reaction(JAM)

O R R R R R R
N N N O N
(c) < < (d) > >

Numerical Answer Type (NAT)

12. How many silyl enol ether can be formed

O
Et 3N (excess)
Me H
Me3Si – Cl
O

13. How many enols are possible –

O
S Ph
O

ANSWER KEY

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

8. (b) 9. (a,c) 10. (d) 11. (a,d) 12. (3) 13. (1)

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 DPP-(1) /Name Reaction(JAM)

HINTS & SOLUTION

H OEt 2 1 OEt
3
O 1. LDA
1. O COOEt
Cl –78°C Cl
4
5

Correct option is (b)

1. O
O N N OH N
2. H H+
H
2. CH3 – Br
3. H +/ H2O

OH2
N
N H2O N 2. CH3–Br N CH3 H+/H2O
–H2O H

Unstable
OH
+ N
CH3
Product

Product
Correct option is (a)

O O O
CH3 Br
3. 1. LDA, – 78 ºC
2. Br
1. NaH (A)
Br
2.
O O
CH3 Br

(B)
Correct option is (d)

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 DPP-(1) /Name Reaction(JAM)
O O O
NaH CH3 – Br CH 3
4.
CH3 – Br
Product
Correct option is (a)

O 1. N N N N O
H Br
5. H H 2O H+ / H2O
2. Br
3. H + / H2O Product

Correct option is (b)

O O O Br O
1. LDA 1. LDA 2.
6.
2. Br
Product
Correct option is (b)

O O OH O
Me O
7. LDA/THF
H 2O
tBuO K– + (A) (B)

O O
OH
O
H 2O
(C) (D)

H
O O H+ O O H2O O OH
8. Hb
C
Ha H2 (B)

O OH

(A)
Major
. Correct option is (b)
9 Correct options are (a, c)
10. Correct option is (d)
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 DPP-(1) /Name Reaction(JAM)
11. Correct options are (a, d)

O O O

Me H ; Me H ; Me H
12.
O O O
3-enolates are possible, so
OSiMe3 O O

H ; H ; Me H

O OSiMe3 OSiMe3
3-possible
Correct answer is (3)

O O H OH
S Ph S Ph S Ph
+ H2O
13. H O
O HO
enol form
Correct answer is (1)

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