Question

1. There are three different alkenes produced in the dehydration of 3,3 dimethyl-2-butanol. Draw two carbocations...

1. There are three different alkenes produced in the dehydration of 3,3 dimethyl-2-butanol. Draw two carbocations that can form during the reaction that lelad to these three alkenes. Remember that rearragment is possible. Indicate which carbocation is most stable and state why.

2. Write IUPAC names for three alkenes which might form during this reaction. which of them is most stable? which of them has the highest heat of hydrogenation?

Homework Answers

Answer #1

1. Drawn below are the two carbocations formed, one after the loss of H2O and the other after the 1,2-Me-shift rearrangement. Also drawn are the three alkene products resulting from the two carbocation intermediates.

The most stable alkene is the one which is in the middle, that is alkene which is tetrasubstituted.

3. The tetrasubstituted alkene 2,3-dimethylbut-2-ene is the most stale alkene of all. Given below are the IUPAC names for all the products formed.

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