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Gaurang Tandon
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Melanie Shebel
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3-ethyl-2-methylpentane-2,3-diol with sulphuricsulfuric acid

I was studying pinacol pinacolone reaction when I came across this. I believe the hydrogen cation will attack the hydroxyl group of carbon attached to two ethyl groups (since this carbocation is more stable due to the inductive effect), then methyl group will migrate and hence we get 3-ethyl-3-methylpentan-2-one, but the book says the answer is 2-ethyl-2-methylpentan-3-one. Is the answer in the book wrong or I am making a conceptual mistake?

3-ethyl-2-methylpentane-2,3-diol with sulphuric acid

I was studying pinacol pinacolone reaction when I came across this. I believe the hydrogen cation will attack the hydroxyl group of carbon attached to two ethyl groups (since this carbocation is more stable due to inductive effect), then methyl group will migrate and hence we get 3-ethyl-3-methylpentan-2-one, but the book says the answer is 2-ethyl-2-methylpentan-3-one. Is the answer in the book wrong or I am making a conceptual mistake?

3-ethyl-2-methylpentane-2,3-diol with sulfuric acid

I was studying pinacol pinacolone reaction when I came across this. I believe the hydrogen cation will attack the hydroxyl group of carbon attached to two ethyl groups (since this carbocation is more stable due to the inductive effect), then methyl group will migrate and hence we get 3-ethyl-3-methylpentan-2-one, but the book says the answer is 2-ethyl-2-methylpentan-3-one. Is the answer in the book wrong or I am making a conceptual mistake?

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3-ethyl-2-methylpentane-1,2,3-diol with sulphuric acid

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