02 H.D.A. SN1 and SN2 Reaction 10-08-2021

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Revision Test-02 H.D.A. (SN1 and SN2 Reaction)

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Target Marks : 92 Date : 10/08/2021
Time : 50 min Sub. : Chemistry
1. Alkyl halide is converted into alcohol. This an 8. Which one of the following compounds is most
example of reaction : rapidly hydrolysed by SN1 mechanisms?
1) addition 2) displacement 1) CH2=CH–CH2–Br 2) CH2=CH–Cl
3) substitution 4) complex formation 3) (C6H5)3CCl 4) C6H5CH2Cl
2. Following reaction is 9. Which one of the following compounds will give SN2
mechanism?

1) CH3–O CH2–Br

1) E1 2) S N 1 2) NO2 CH2–Br
3) E2 4) S N 2
3. The most reactive towards SN1 is 3) CH3 CH2–Br
1) PhCH2Cl 2) PhCl
3) PhCHCl(CH3) 4) p-NO2PhCH2Cl 4) CH2–Br

3 2 1 10. Match column-I with column -II and select the


aq.KOH
4. CH 3  CH  CH 2Cl   CH 3  CH  CH 2 OH correct answer from the codes given below the lists
| |
CH 3 CH3 Column-I Column-II
(substrate) (Types of SN reaction)
In the above reaction the attack of a nucleophile A. CH3–Br (1) Only SN1
would be from which side
1) On the front side of Cl of C1 carbon CH 3
|
2) On C2 carbon B. CH3– C  Br (2) Only SN2
3) On the rear side of Cl of C1 carbon |
CH 3
4) On C3 carbon
5. SN1 reaction on optically active substrates mainly C. CH3–CH=CH–CH2–Br (3) Both SN1 and SN2
gives 1) A-(1), B-(2), C-(3) 2) A-(3), B-(1), C-(2)
1) Rentention in configuration 3) A-(2), B-(1), C-(3) 4) A-(1), B-(3), C-(2)
2) Inversion in configuration 11. Which of the following compounds will give SN1
3) Racemic product reactions?
4) No product I. C6H5–CH2–Br II. CH2=CH–CH2–Br
6. Arrange the following compounds in the increasing
order of their SN2 reactivity? CH 3
|
III. CH3–CH2–Br IV. CH3– C  CH 2  Br
CH 3 |
| CH 3
i. CH3– C  X , ii. CH3– CH  X ,
| |
CH 3 CH 3 Select the correct answer from the codes given below:
1) I, II and III 2) I, II and IV
iii. CH3–CH2–X, iv. CH3X 3) II, III and IV 4) I, III and IV
1) i < ii < iii < iv 2) i < iii < iv < ii 12. Among the bromides I-III given below, the order of
3) iv < iii < ii < i 4) ii < iv < iii < i reactivity in SN1 reaction is
7. The given reaction

CH 3 OH
| NaOH/HOH
|
CH3– C  CH 2  Cl  CH3– C  CH 2  CH 3
| |
CH 3 CH 3

is an example of
1) III > I > II 2) III > II > I
1) SN2 reaction 2) SN1 reaction
3) II > III > I 4) II > I > III
3) SE1 reaction 4) SE2 reaction
Prof. Motegaonkar S. R. M.Sc. Che. Gold Medalist, SET/NET--JRF Qualified 1
13. The correct order of the following in decreasing order 19. In the given reaction
for SN2 rates is

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[X] will be
1) I > II > III > IV 2) II > I > III > IV
3) IV > III > II > I 4) III > II > I > IV
1)
14. The major product in the given reaction,

is
2)

1) 2)

3)

3) 4) All of these

15. The given compound CH3–O–CH2–CH2–Br gives 4)


which one of the following reactions
1) Only SN1 2) Only SN2 20. When benzyl chloride is treated with ethanoic KCN,
3) SN1 as well as SN2 4) E1 large amount of benzyl ethyl ether is produced along
16. Consider the following statements about S N 1 with benzyl cyanide. Therefore, the most likely
reaction mechanism for this reaction will be
I. It is a unimolecular reaction 1) S N 2 2) S N 1
II. It proceeds with retention as well as inversion of 3) both SN1 and SN2 4) S N 2
21. In a SN2 substitution reaction of the type
the configuration
DMF
III. It involves the formation of an intermediate R–Br + Cl–   R–Cl + Br–
carbocation
which one of the following has the highest relative
IV. The reaction is carried in the presence of polar
rate?
aprotic solvent the correct is
1) CH3–CH2–CH2Br 2) CH3– CH  CH 2 Br
1) Only I 2) I and II |
3) I, II and III 4) I, II, III and IV CH 3
17. In the given reaction
CH 3
|
3) CH3– CH  CH 2 Br 4) CH3CH2Br
|
CH 3
22. An incorrect statement with respect to SN1 and SN2
Cl will be replaced by OCH3 at carbon mechanisms for alkyl halide is
1) 2 2) 3 1) a strong nuc leophile in an aprotic solvent
3) 4 4) Anyone of these increases the rate or favours SN2 reactions
18. Consider the SN1 solvolysis of the following halides 2) c ompeting reaction for an S N2 reac tion is
in aqueous formic acid rearrangement
3) SN1 reactions can be catalysed by some Lewis
I. II. acids
4) a weak nucleophile and a protic solvent increases
the rate of SN1 reaction
23. The major product formed in the following
III. IV. aq.KOH
CH3CH(Cl)CH2–CH2OH   is :
Which one of the following is correct sequence of the 1) CH3CH=CH–CH2OH
halides given above in the decreasing order of their 2) CH3=CH–CH2–CH2OH
reactivity?
3) CH3– CH  CH 2 4) CH3– CH  CH 2  CH 2 OH
1) III > IV > II > I 2) II > IV > I > III | | |
3) I > II > III > IV 4) III > I > II > IV O  CH 2 OH

Prof. Motegaonkar S. R. M.Sc. Che. Gold Medalist, SET/NET--JRF Qualified 2

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