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Ch.21 - Organic Chemistry

Chapter 21, Problem 97c

Classify each organic reaction as combustion, alkane substitution, alkene addition or hydrogenation, aromatic substitution,

or alcohol substitution, elimination, or oxidation.

c.

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Welcome back, everyone identify whether the reaction below is an alcohol substitution elimination or oxidation. The starting material is a primary alcohol because the hydroxyl group is bonded to a primary carbon. And we are using sulfuric acid to produce an alkene. We have to think about this reaction mechanistically to completely understand what's happening. So oxygen within the alcohol contains low pairs of electrons, right? And that long pair of electrons can essentially capture the acidic hydrogen from sulfuric acid, which will essentially allow us to proton it the alcohol and turn it into Oxonian. Now, we have obtained a good living group, right? And essentially what happens is the removal of beta hydrogen. We can clearly notice that we are removing that beta hydrogen and forming a double bond. So essentially water can act as a base in this reaction. This is the elimination reaction. We are removing the beta hydrogen forming a pi bond followed by the loss of the leaving group, right? We are obtaining the alkene. So whenever we are dealing with a conversion of an alcohol into the corresponding L ken, we call this an elimination reaction. Since we have eliminated hoh from the structure, we can clearly see that right, the net result is the loss of hydrogen. And oh so our by-product is a water molecule h2o that's it. We have our final answer. This is an elimination reaction. And thank you for.