Problems and exercisesEpoxide Ring Opening

1. Regiochemistry

Give the product of the ring opening of 2,2-dimethyloxirane with:

1. CH₃ONa in methanol
2. Methanol with a small amount of H₂SO₄

2. Stereochemistry

What is the stereochemistry of the diol obtained by opening cyclohexene oxide with water in acidic medium?

3. With organometallics

What is obtained when ethylene oxide is treated with ethylmagnesium bromide and then with dilute acid?