Problems and exercisesH₂O Addition

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1. Dilute acid or oxymercuration

Predict the result of the following reactions:

1-Methylcyclobutene, 1-methylcyclopentene and 1-methylcyclohexene with dilute H₂SO₄ and with the mercury procedure: 1) (AcO)₂Hg; 2) NaBH₄; 3) H₂O, HO⁻

2. Which alkene?

Which alkenes would give 2-methylbutan-2-ol by acid-catalysed hydration?

3. Equilibrium

Hydration of an alkene and dehydration of an alcohol are the same reaction in opposite directions. How is the equilibrium shifted one way or the other?

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