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Question
Which of the following compounds will give SN1 and SN2 reactions with considerable rate?
I. C6H5−CH2−Br
II. CH2=CH−CH2−Br
III. CH3−CH(Br)CH3
IV. 
Select the correct answer from the codes below.
Which of the following compounds will give SN1 and SN2 reactions with considerable rate?
I. C6H5−CH2−Br
II. CH2=CH−CH2−Br
III. CH3−CH(Br)CH3
IV.
Select the correct answer from the codes below.
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Solution
The correct option is A I, II and III
The following compounds will give SN1 and SN2 reactions with a considerable rate.
I. C6H5−CH2−Br
II. CH2=CH−CH2−Br
III. CH3−CH(Br)CH3
I and II are primary alkyl halides. Hence, they do react by SN2 mechanism. However, the carbocation formed is stabilized by resonance with either C = C double bond or benzene ring. Hence, they also react by SN1 mechanism.
The compound III is a secondary alkyl bromide. It reacts by SN1 and SN2 mechanism.
However, the compound IV will undergo SN1 reaction faster than SN2 reaction as it is sterically hindered and the approach of the nucleophile from the side opposite to that of leaving group is difficult.
The following compounds will give SN1 and SN2 reactions with a considerable rate.
I. C6H5−CH2−Br
II. CH2=CH−CH2−Br
III. CH3−CH(Br)CH3
I and II are primary alkyl halides. Hence, they do react by SN2 mechanism. However, the carbocation formed is stabilized by resonance with either C = C double bond or benzene ring. Hence, they also react by SN1 mechanism.
The compound III is a secondary alkyl bromide. It reacts by SN1 and SN2 mechanism.
However, the compound IV will undergo SN1 reaction faster than SN2 reaction as it is sterically hindered and the approach of the nucleophile from the side opposite to that of leaving group is difficult.
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