HALOGEN DERIVATIVES Page # 43

Exercise - II (Only one option is correct)

t-Bu (A) (B)

+
OTs AcO Na
1. (A)
(C) (D) None of these

Major-product (A) is
5. The energy profile of the given reactions.

(A) t-Bu +
OAc H
CH3 — CH — CH3 CH3 — CH — CH3
| +|
OH O
OAc H H

(B) t-Bu + +
—H
CH3 — CH — CH3 CH3 — CH = CH2

(C) t-Bu
(A) E

(D) t-Bu rxn-coordinate

OAc

2. In the acid catalyzed dehydration of alcohols

to alkenes, the intermediate species formed is
(A) Free radical (B) Carbocation (B)
E
(C) Carbanion (D) Carbene

Br rxn-coordinate
|
3. Ph — CH — CH2
|
Br

(x) NaNH2 +
(C) E
(x = No. of moles of NaNH2)

Value of x is
(A) 1 (B) 2 rxn-coordinate
(C) 3 (D) 4

alc. KOH
4. CH3 — CH2 — CH — CH3 X
|
Br
(Major)

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 Page # 44 ALKYL HALIDE

OH OH

(D) (A) (B)

E

rxn-coordinate OH
O

(C) (D)
CH3
+
CH3 H
6. (x) OH
OH 9. Rate of dehydration when given compound is
Major product (X) is treated with conc. H2SO4.

CH3 OH
CH2OH CH3
(A) (B)
CH3 (P) (Q)

(C) (D) OH
OH CH
3 CH3

(R) (S)
7. Which of the following alcohols would be most
likely to undergo dehydration with rearragement
by a process involving a methyl migration (A) P > Q > R > S (B) Q > P > R > S
(methyl shift only) ? (C) R > Q > P > S (D) R > Q > S > P

OH 10. Among the given compounds, the correct

(A) (B) dehydration order is :
OH

(i) OH (ii) OH
(C) (D)
OH OH

(iii) OH (iv) OH
OH
(A) i < ii < iii < iv (B) ii < iii < iv < i
(C) i < iii < iv < ii (D) i < ii < iii = iv
H2SO4
8. X, X is
conc. H2SO 4
11. HO OH
O
OH
A
Final product A is

(A) HO O
(B) CH2 = C = CH2

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 HALOGEN DERIVATIVES Page # 45

(C) Conc. H2SO4

O A, A is :

Ph Ph
(D) HO
O C=C
Me (A)
conc. H2SO4
12. Me A. MeO CH3

OH OH Ph Ph
Product A is
(B) MeO C– C=O
Me Me
(A) (B)
Me Me
O
Me
Me
(C) (D) Me
C—Me
O
O CH3
13. Which of these dehydrates most readily when Ph
reacts with conc. H3PO4.
OH OH (C) CH3 C — C — Ph
(A) (B) O
OH
(C) OH (D)

CH3 CH3
+ Ph O
H
14. CH3 — C — C — CH3 (P) (Major).
(D) Ph — C — C Me
OH OH
Major product (P) is :
O CH3

(A) CH3 — C — C — CH3

OMe
CH3
CH3 CH3
Me
(B) CH2 = C — CH — CH3
H Et alc. KOH
CH 3 O 16. major product is :
Br Et
(C)
CH3 CH 3 Me
O Me Me
(D) CH3 — C — CH 3 (A)
Et Et
Me Et
(B)
Ph Ph Et Me
C—C Me Me
15. OH OH H Et H Et
(C) (D)
MeO CH3
Me

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 Page # 46 ALKYL HALIDE
17. Which of following halides gives fastest
elimination reaction when it is treated with
alcoholic KOH.
Br
Br

(A) (B)

Br
Br

(C) (D)

18. Which of following is dehydrating agent ?

(A) conc. H3PO4 (B) P2O5
(C) POCl3 (D) All

Comprehension (Q. 19 to 22)

(A) Cl (B) Cl

(C) Cl (D) CH3 — Cl

19. Most reactive towards SN1 reaction

20. Most reactive towards SN2 reaction ?

21. Most reactive towards E2 reaction ?

22. Most reactive towards E1 reaction ?

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