Alkyl & Aryl Halides - DPP 11

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LAKSHAY (JEE)
Alkyl and Aryl halides DPP-11

RMgBr
1. Product; The product
S
O O
(A) HSO2 – CH2 – CH2 – CH2 – CH2 – R (B) H – SO2(CH2)3 – R

(C) (D) H – SO2(CH)3 – R


MgBr
SO2

2.
(i) THF
+ MgBrCH2CH2CH2CH2MgBr (ii) H3O+
O O
product; Product of the reaction is:
O
||
(A) HO – (CH2)3 – C – CH2 – CH2 – CH3 (B)

HO (CH2)3—OH

(C) (D)
HO CH – CH2 – CH3
|
OH HO CH2 – CH2 – CH3

3. Which of the following compound is not a suitable solvent for Grignard reaction?
O

O
(A) (B) (1, 4-dioxane)

O
(THF)

(C) CH3 – O – CH2 – CH2 – O – CH3 (D)


2

MeO OMe
n-Bu2CuLi
4. Product of the reaction will be:
(n-Bu=n-butyl group)

Br
MeO OMe MeO OMe
(A) (B)

n-Bu n-Bu
OMe Bu OH OH
(C) (D)

Br Br

5. In the given reaction:

CH3MgBr
Product
H/H2O
O
Find the product of reaction.

(A) OH (B)

OH

(C) OH (D)

r1
6. (i) + PhMgBr
O
PhCH2CH2OH
r2
(ii) + PhMgBr
O
PhCH2CH2CH2 OH
(A) r2 > r1 (B) r1 > r2
(C) r1 = r2 (D) r1 = 2r2

7. Reaction – 1:
SH O SH OH
|| | CH3
HO C-Cl C
1. xCH3MgBr CH3
2. H3O CH3
OH C
C-Cl
|| | CH3
O OH
3

Reaction – 2:
O OH
|| ||
C–O–Et CH3–C– CH3

1. yCH3MgBr
2. H3O

CH2–Cl
CH2Cl
What is the ratio of (x/y) in above problem?
(A) 1.5 (B) 2
(C) 2.5 (D) 3
8. What product would you expect to obtain from Grignard reaction when an excess of phenylmagnesium
bromide reacts with dimethyl carbonate CH3OCOOCH3?
OH
| OH
(A) CH3 — C — Ph (B) |
| CH3 — CH — Ph
Ph
OH
| O
(C) Ph — C — Ph (D) ||
| CH3 — C — Ph
Ph

9. In which of the following reactions product formed is same?


O

MeMgX
(i) P

MgX
(ii) P

MgBr P
(iii) +

(A) (i) and (ii) (B) (ii) and (iii)


(C) (i) and (iii) (D) (i), (ii) and (iii)

10. Which of the following reaction sequences would be the best for synthesis of 2-pentanone?
OH
(A) ||
H3O
CH 3 — CH 2 — CH 2 — C — H ⎯⎯⎯⎯ CH3 MgI
Et 2 O
→ ⎯⎯⎯ →
4

CH 2 — CH 2
(B) | |
H 3 O
CH3 — CH — O ⎯⎯⎯⎯
CH3 MgI
Et 2 O
→ ⎯⎯⎯ →

(C) CH3 — CH2 — CH2 — C  H 2 ⎯⎯⎯
CH3 MgI
Et 2 O

→ ⎯⎯⎯
H3 O

OH
||
(D) H3 O
CH3 — CH 2 — C — H ⎯⎯⎯⎯
CH3 MgI
Et 2 O
→ ⎯⎯⎯ →
(propanal)
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Answer Key
1. (C)
2. (B)
3. (D)
4. (A)
5. (C)
6. (B)
7. (B)
8. (C)
9. (D)
10. (C)

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