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Problems and exercisesHydroboration

1. Three ways to hydrate

Predict the result of the following reactions:

1-Methylcyclobutene, 1-methylcyclopentene and 1-methylcyclohexene with dilute H₂SO₄, with the mercury procedure and with 1) BH₃; 2) H₂O₂, HO⁻

2. Design the synthesis

How would you prepare 3-methylbutan-1-ol from an alkene?

3. Why no rearrangements?

3,3-Dimethylbut-1-ene gives 3,3-dimethylbutan-1-ol by hydroboration-oxidation, with no rearrangement products. Why?

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