Haloalkane and Haloarenes DPP 3

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GYANA VIKASH ACADEMY


Haloalkanes and Haloarenes DPP-03

1. The decreasing nucleophilicity among the 6. Arrange the following compound in decreasing
nucleophiles order of reactivity in SN2 reaction
CH3 C–O – (a) CH3 – C – CH 2 – Br
(a) || ||
O O
(b) CH3O– (b) CH3CH2–CH2–CH2Br
(c) CN– CH3 – CH–CH 2 – Br
O (c) |
CH3
(d) H3C S O–
(d) CH3 – CH–CH 2 – CH3
O |
(1) (c), (b), (a), (d) (2) (b), (c), (a), (d) Br
(3) (d), (c), (b), (a) (4) (a), (b), (c), (d) (1) b>c>d>a (2) a>b>c>d
(3) b>c>a>d (4) c>a>b>d
2. CH3Br + Nu–   CH3 –Nu + Br–
The decreasing order of the rate of above reaction 7. Arrange the following compounds in decreasing
with nucleophile (Nu–) is order of reactivity in SN1 reaction
[Nu = (A) PhO–, (B) AcO–, (C) HO–, (D) CH3O–] Cl

(1) D>C>A>B (2) D>C>B>A


(2) A>B>C>D (4) B>D>C>A (a) Ph – CH2 – Cl (b)

3. Which of the following has the highest Cl


nucleophilicity? CH 3
(1) F– (2) OH– |
(3) CH3– (4) NH2– (c) (d) CH3 –C– CH 2 –Cl
|
CH 3
4. Which of the following undergoes nucleophilic (1) a>c>b>d (2) c>d>b>a
substitution by SN1 mechanism at fastest rate (3) a>b>c>d (4) b>a>c>d
CH3 –CH–Cl
| 8. Which of the following is the correct order of
(1) CH3–CH2–Cl (2) CH3 decreasing SN2 reactivity?
(3) (4) (1) RCH2X > R3CX > R2CHX
CH2–Cl Cl
(2) RCH2X > R2CHX > R3CX
(3) R3CX > R2CHX > RCH2X
5. Tertiary alkyl halides are practically inert to (4) R2CHX > R3CX > RCH2X (X = halogen)
substitution by SN2 mechanism because of
(1) Steric hindrance 9. Intermediate in SN2 reaction is
(2) Inductive effect (1) Carbocation
(3) Instability (2) Carbanion
(4) Insolubility (3) Penta-valent c-atom
(4) None of these
2

10. Which of the following would favour SN2 reaction? 14. Order of rate of reaction with AgNO3 or rate of SN1:
(1) H2O (2) Ethanol Cl Cl Cl
(3) THF (4) Benzene

11. Rearrangement can occur in


(1) SN1 (2) S N2 (I) (II) (III)
(3) Both SN1 & SN2 (4) None of these (1) I > III > II (2) II > III > I
(3) I > II > III (4) III > I > II
12. Which of the following conditions favour SN2
mechanism?
15. Which of the following is least reactive towards SN1?
(1) Strong nucleophile
I
(2) Weak conc. of nucleophile I
(3) 3o alkyl halide
(4) Polar protic solvent
(1) (2)
13. The decreasing order of rate of SN2 reaction is:
(i) CH3  Cl
(ii) I I
CH3  C  CH 2  Cl
||
O
(iii) CH3  CH  CH 2  Cl (3) (4)
|
CH3
(iv) CH3  CH 2  C1
(1) (IV) > (III) > (II) > (I)
(2) (II) > (III) > (I) > (IV)
(3) (II) > (I) > (IV) > (III)
(4) None

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