Consider the following substitutions:
(i) (CH3)2CH–CH2Br reacts with C2H5OH to give (CH3)2CH–CH2OC2H5 and HBr
(ii) (CH3)2CH–CH2Br reacts with C2H5O− to give (CH3)2CH–CH2OC2H5 and Br−
The reaction pathways for (i) and (ii), respectively, are:

Question

Accepted Answer

SN1 and SN2. With a neutral weak nucleophile (C2H5OH) the substitution proceeds by an SN1-type (solvolysis) pathway, while with the strong nucleophile ethoxide (C2H5O-) it goes by SN2. So (i) is SN1 and (ii) is SN2.

Consider the following substitutions: (i) (CH3)2CH–CH2Br reacts with C2H5OH to give (CH3)2CH–CH2OC2H5 and HBr (ii) (CH3)2CH–CH2Br reacts with C2H5O− to give (CH3)2CH–CH2OC2H5 and Br− The reaction pathways for (i) and (ii), respectively, are:

Solution

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