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Question

Consider the following reactions:


(i) (CH3)2CH−CH2BrC2H5OH−−−−−−−−−−−−−→(CH3)2CH−CH2OC2H5+HBr

(ii) (CH3)2CH−CH2BrC2H5O−−−−−−−−−−−−−−→(CH3)2CH−CH2OC2H5+Br−

The mechanism of reactions (i) and (ii) are respectively:

A
SN1 and SN2
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B
SN1 and SN1
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C
SN2 and SN2
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D
SN2 and SN1
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Solution

The correct option is B SN1 and SN2
The given reactions are:

(i) (CH3)2CHCH2BrC2H5OH−−−−−−−−−−−−(CH3)2CHCH2OC2H5+HBr

(ii) (CH3)2CHCH2BrC2H5O−−−−−−−−−−−−(CH3)2CHCH2OC2H5+Br

The mechanism of reactions (i) and (ii) are respectively SN1 and SN2.
In the reaction (i), a weak nucleophile, ethanol is used. Hence, it undergoes SN1 substitution.

In the reaction (ii), a strong nucleophile, ethoxide ion is used.
Hence, it undergoes SN2 substitution.

Hence, the correct option is A

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