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Consider the reactions: (i) (CH3)2CH–CH2Br → C2H5OH (CH3)2CH–CH2OCH2H5 + HBr (ii) (CH3)2CH–CH2Br → C2H5O− (CH3)2CH–CH2OCH2H5 + Br− The mechanisms of reactions (i) and (ii) are respectively:

1. SN1 and SN2
2. SN1 and SNi
3. SN2 and SN2
4. SN2 and SNi

Correct answer: SN1 and SN2

Solution

Reaction (i) involves the formation of a carbocation intermediate, indicating an SN1 mechanism. Reaction (ii) proceeds via a direct nucleophilic substitution without intermediate formation, indicating an SN2 mechanism.

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