Dehydration of Alcohol with Ring Expansion (Rearrangements) Help Me With Organic Chemistry!

The dehydration of alcohols to for an alkene is an important concept in organic chemistry. You will be required to draw this mechanism on your exam so be prepared for it. This mechanism is acid catalized and therefor the first step in the mechanism is to protonate the alcohol. At this point the water leaves the molecule forming a carbocation. This carbocation is capable of rearranging just like any other cation. After the formation of the carbocation (and following any potential rearranging) the solvent deprotonates the carbons beside the cation to form an alkene. This mechanism is the same as the E1 except it adds the additional step of the protonating the alcohol in the first step.

Failing organic chemistry? You do not have to fail Organic Chemistry!

This video is part of a series called How to be Successful in Organic Chemistry. In this series I go over numerous problems that a student could expect to see in there organic chemistry 1 course. Doing organic chemistry practice problems will make you more successful in organic chemistry and biochemistry.

I recommend that you download the problem from the link below and attempt the problem yourself and use this video to correct your work.

Download the problem from this video at the following link:

https://www.dropbox.com/s/fbxiek3i1f7vnxi/dehydration%20of%20alcohol%20and%20ring%20expansion.key?dl=0

Good Luck and Good Chemistry!

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