NEET

ENTHUSIAST COURSE

CHEMISTRY SN1 & SN2

1. AgNO2
CH3 – CH2 – Br −−−−→ ? 4. Consider the reaction :
C2 H5 OH
(1) CH3 – CH2 – NO2 (i) (CH3)2CH – CH2Br −−−−−→
(CH3)2CH – CH2OC2H5 + HBr
(2) CH3 – CH2 – O – N = O C2 H 5 O −

(ii) (CH3)2CH – CH2 – Br −−−−−→

(3) CH3 – CH2 – N = O
(CH3)2CH – CH2OC2H5 + Br –
(4) CH3 – CH2 – CH2 – O – N = O The mechanisms of reaction (i) and (ii) are
2. Consider the following reaction sequence. respectively :-
(1) SN 2 and SN 1
(2) SN 1 and SN 2
(3) SN 1 and SN 1
(4) SN 2 and SN 2
The product (A) and (B) are respectively :-
5. Consider the following alkyl chlorides with
(1) (R)-butan-2-ol and (R)-2-chlorobutane regard to their reactivity towards SN1 reaction
with a given nucleophile under identical
(2) (S)-butan-2-ol and (S)-2-chlorobutane condition :
(3) (R)-butan-2-ol and (S)-2-chlorobutane

(4) (S)-butan-2-ol and (R)-2-chlorobutane The correct order is:

3. (i) CH3 – CH2 – CH2 – CH2 – Br (1) I > II > III
(2) II > III > I
(ii) (3) II > I > III
(4) III > II > I
(iii) 6. Consider thiol anion ( ) and alkoxy anion (
). Which of the following statement is
correct ?
(iv) (1) is less basic and less nucleophilic
than
Arrange the above compounds according to (2) is less basic but more nucleophilic
reactivity towards SN1 reaction than
(1) i > ii > iii > iv (3) is more basic and more nucleophilic
than
(2) iv > iii > ii > i
(4) is more basic but less
(3) iv > ii > i > iii
nulceophilic than
(4) iv > ii > iii > i
English 3
7. Order of nucleophilicity in polar protic solvent 12. Rate of ether fomation will be minimum in, with
(1) I Θ > Br Θ > Cl Θ > F Θ CH3ONa

(2) F Θ > Cl Θ > Br Θ > I Θ (2)

(1) CH3 – I
(3) I Θ > Cl Θ > Br Θ > F Θ
(4) F Θ > I Θ > Br Θ > Cl Θ (3)
(4)
8. Most reactive towards SN1 Reaction is :-
(1) (2) 13. Select the correct statement about SN2 reaction
(1) Molecularity of reaction is 2
(3) (4) (2) Order of reaction is generally 2
(3) On increasing concentration of nucleophile
9. rate of reaction increases
A; A is :- (4) All of these
14.
(1)
(2)

(3) (2)
(4) Both (1) & (3) (1)

10. Among the bromides I – III given below, the

order of reactivity in SN2 reaction is:
(I) 2-Bromo-2-methylbutane (3)
(II) 1-Bromopentane
(III) 2-Bromopentane (4) None of these
(1) III > I > II (2) III > II > I
(3) II > III > I (4) II > I > III
15. Rate of ether fomation will be minimum in, with
11. Which is least reactive towards nucleophilic CH3ONa
subsitution (SN2)
(2)
(1) CH2 = CH – CH2Cl (1) CH3 – I
(2)
(3)
(4)

(3) CH3Cl
(4) CH3 – CH(Cl)CH3
 4 English

16. Which one of the following compounds will be 20. Which alkyl bromide will yield 3-methyl-l-
most reactive for SN1 reactions ? hexene as the major product upon treatment with
(2) potassium t-butoxide in t-butyl alchohol
(1)
(solvent) ?
(1)

(3) (4)
(2)

17.
(where X = Cl, Br)
(3)
The given reaction is known as.
(1) Williamson's
(2) Wurt reaction
synthesis
(4)
(3) Finkelstein (4) Sandmeyer
18. SN1 reaction is favoured by : -
(1) Non-polar solvent
(2) More no. of alkyl group on the carbon atom
21.
(3) Small groups on the carbon attached to the
halogen atom
(4) None of these
19. stereochemistry of the product formed will be :
(1) R
(2) S
(1) (3) 100% racemisation
(4) racemisation but %s is more than R
(2) 22. Which is most reactive for SN1 reaction :
(2)
(1)
(3)

(4) (3) (4)

English 5
23. Alkyl fluorides are synthesised by 28. The SN2 reactivity order for halides:
(1) Finkelstein reaction (1) R - F > R-Cl > R-Br > R -I
(2) Swart reaction (2) R - I > R - Br > R -Cl > R - F
(3) Kolbe reaction (3) R- Br > R - I > R - Cl > R - F
(4) Wurtz reaction (4) R - Cl > R - Br > R - F > R - I
24. Arrange the following compounds in the 29. The order of reactivities of the following alkyl
increasing order of their SN2 reactivity? halides for a SN2 reaction is
(1) RF > RC1 > RBr > RI
(2) RF > RBr > RC1 > R1
(3) RC1 > RBr > RF > RI
(4) RI > RBr > RC1 > RF
(1) (a) < (b) < (c) < (d)
30. Which one is most reactive towards SN2 reaction ?
(2) (a) < (c) < (d) < (b)
(1) C6H5CH2Br
(3) (d) < (c) < (b) < (a)
(2) C6H5CH(C6H5)Br
(4) (b) < (d) < (c) < (a)
(3) C6H5CH(CH3)Br
25. The reaction of ethyl iodide with sodium
(4) C6H5C(CH3)(C6H5)Br
ethoxide is
(1) An electrophilic substitution reaction 31. Which of the following is most reactive towards
SN1?
(2) A nucleophilic addition reaction
(1)
(3) A nucleophilic substitution reaction
(4) A free radical substitution reaction
26. Correct order of nucleophilicity is
(1) F − > Cl− > Br > I − (2)

(2) I − > Br− > Cl− > F −

(3) Cl− > Br− > F − > I −
(4) I − > F − > Cl− > Br− (3)
27. Most reactive compound towards SN1 reaction is:
(1) (2)
(4)

(4)
(3)
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32. Arrange following compounds in order of 36. Reactivity order of alkyl Halide towards SN2
reactivity towards SN2 mechanism :- reaction is
(1) CH3I > CH3Cl > CH3Br > CH3F
(2) CH3I > CH3Br > CH3Cl > CH3F
(3) CH3I > CH3F > CH3Br > CH3Cl
(4) CH3F > CH3Cl > CH3Br > CH3I

(1) a > b > c > d (2) a > c > b > d 37. In an SN1 reaction on chiral centres. There is

(3) d > c > b > a (4) d > b > c > a (1) Inversion more than retention leading to
partial racemization.
33. Which is most reactive for SN1 reaction :-
(2) 100% Inversion
(1) (2)
(3) 100% Retention
(3) (4) (4) 100% Racemization
38. The compounds most reactive towards SN1
34. The relative reactivity of following halides reaction is
toward SN 2 reaction follows the order :- (2)
(1) CH3 – CH2 – Cl

(3) (4)

39. SN2 reactions are

(1) First order reaction only depends upon the
(1) R > S > Q > P (2) P > S > R > Q concentration of nucleophiles
(3) S > R > Q > P (4) P > R > S > Q (2) Second order reaction that is the rate
35. Reactivity order of alkyl Halide towards SN2 depends upon the concentration of the
reaction is nucleophiles as well as on the
concentration of substrate.
(1) CH3I > CH3Cl > CH3Br > CH3F
(3) Zero order reaction
(2) CH3I > CH3Br > CH3Cl > CH3F
(4) None of the above is correct
(3) CH3I > CH3F > CH3Br > CH3Cl
(4) CH3F > CH3Cl > CH3Br > CH3I
40. Which have the least order of reactivity towards
the SN1 reaction
(1) Methyl halides
(2) Primary halide
(3) Secondary halide
(4) Tertiary halide
English 7
41. In the following pairs of halogen compounds 45. SN2 reaction is favoured in :-
which would undergo SN2 reaction faster ? (1) H2O (2) C2H5OH

and (3) DMF (4) CH3COOH

46. Arrange the following compounds in the
(1) Chloromethycyclohexane increasing order of their SN2 reactivity ?
(2) Chlorocyclohexane
(3) Both have the same reactivity towards SN2
reaction
(4) None of the above
42. In SN2 reactions with the sequence of bond
breaking and bond formation is as follows- (1) (a) < (b) < (c) < (d)
(1) Bond breaking is followed by formation (2) (a) < (c) < (d) < (b)
(2) Bond formation is followed by breaking (3) (d) < (c) < (b) < (a)
(3) Bond breaking and formation are (4) (b) < (d) < (c) < (a)
simultaneously 47. Which is correct ?
(4) Bond breaking and formation take place (1)
randomly
43. Identify the product (A) and (B) in the reaction
RX + AgCN → (A) + AgX reactivity towards hydrolysis
RX + KCN → (B) + KX
(2)
(1) (A) → RCN, (B) → NRC
(2) (A) → RCN, (B) → RNC reactivity towards SN1

(3) (A) → RNC, (B) → RCN (3)

(4) None of the above reactivity towards SN2

44. Consider the following bromides : (4) (1) and (3) both

The correct order of SN1 reactivity is

(1) C > B > A (2) A > B > C
(3) B > C > A (4) B > A > C
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48. 50.
Major product is :
The product formed in above reaction :
(1) (2)
The major product in this reaction is:
(1) (2)
(3) (4)

49. Rate of reaction towards SN 1 ?

(A) (B) (3) (4)

(C) (D)

(1) A > D > C > B

(2) A > C > B > D
(3) C > B > D > A
(4) D > A > B > C

ANSWER KEY
Q. 1 2 3 4 5 6 7 8 9 10 11 12 13 14 15 16 17 18 19 20
A. 1 1 4 4 2 2 1 2 3 3 2 4 4 2 4 1 3 2 2 4

Q. 21 22 23 24 25 26 27 28 29 30 31 32 33 34 35 36 37 38 39 40
A. 2 2 2 1 3 2 4 2 4 1 3 1 2 1 2 2 1 3 2 1
Q. 41 42 43 44 45 46 47 48 49 50

A. 1 3 3 3 3 1 3 3 1 3