What is the expected alkyl bromide product from reaction: 3-methyl-1-butanol with HBr

Expert Solution

When 3-methyl-1-butanol reacts with HBr, the expected alkyl bromide product formed is 2-Bromo-3-methylbutane.

The mechanism of the product follows the following four steps:

1. Protonation

2. Formation of primary carbocation by elimination of water molecule.

3. Re-arrangement by the hydride ion shift

4. Nucleophilic attack

The whole mechanism is explained in the following images:

queen_honey_blossom answered 1 year ago

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