Question

I'm in the middle of a project where I had to turn isopropyl alcohol into a halide, isopropyl bromide. I'm now suppose to turn this halide into 2 other products using two different types of reactions. I have already done a substitution so I cannot conduct another substitution. It must be something like an elimination. I thought of making propene however I cannot find a procedure due to the low boiling point. I know however that if I "boil" it into bromine, I will know that I have created the propene if the color changes. Any ideas on other reactions I could conduct?

Answer 1

You should do an elimination by an E2 reaction (E1 is not typically used because it is unreliable) Just use a strong base and protic solvent (hydrogen bonding makes substitution reaction less likely). Just use methanol and sodium methoxide or something similar. That will give you your propene.

Then just do an addition reaction.

Answer 2

You could react it with Br2 will give you a dibromide, you could do an epoxidation, do an oxymercuration (I doubt they will let you do this) etc.