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Which alkyl halide from the following pa...

Which alkyl halide from the following pairs would you expect to react more rapidly by an `S_(N)2` mechanism? Explain your answer.
(i) `CH_(3)CH_(2)CH_(2)CH_(2)Br` or `CH_(3)CH_(2)underset(Br)underset(|)CHCH_(3)` (ii) `CH_(3)CH_(2)underset(Br)underset(|)CHCH_(3)` or `H_(3)C-underset(CH_(3))underset(|)overset(CH_(3))overset(|)C-Br`

Text Solution

AI Generated Solution

To determine which alkyl halide from the given pairs would react more rapidly via an \( S_N2 \) mechanism, we need to analyze the structure of each alkyl halide in terms of steric hindrance and the classification of the halides (primary, secondary, tertiary). ### Step-by-Step Solution: **(i) Compare `CH₃CH₂CH₂CH₂Br` and `CH₃CH₂(Br)(|)CHCH₃`:** 1. **Identify the structure of each compound:** - `CH₃CH₂CH₂CH₂Br` is a straight-chain alkyl halide with the bromine atom attached to a primary carbon (the carbon attached to bromine has only one other carbon attached to it). ...
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