Question

Give the expected products of the following reactions. Include a protonation step where necessary.

1. 1,2-dimethyloxirane + isopropylmagnesium bromide
2. ethyl oxide + n-butyllithium
3. cyclohexyloxirane + ethyllithium

Short answer

Answer

(c)

Step-by-step solution

isopropyl magnesium bromide

We can use Grignard reagents to convert epoxide to alcohol. At first the epoxide is converted bto organo magnesium bromide compound. And then it will converted to alcohol by the addition of base or water.

n- Butyllithium

As Grignard reagent it will convert the epoxide to alcohol. At first it will convert it to organo lithium compound and then it will convert to alcohol.

Ethyllithium

This is used to convert the epoxide to organolithium and to alcohol. But here is a possibility to give one minor product when the organo lithium compound is attack to the carbon which is attached to the cyclohexane. This will be the less stable product in this