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When ethylene glycol is treated with sulfuric acid,

Chapter 14, Problem 14.36

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QUESTION:

When ethylene glycol is treated with sulfuric acid, 1,4-dioxane is obtained. Propose a mechanism for this transformation: HO OH Ethylene glycol 1,4-Dioxane O O H2SO4

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QUESTION:

When ethylene glycol is treated with sulfuric acid, 1,4-dioxane is obtained. Propose a mechanism for this transformation: HO OH Ethylene glycol 1,4-Dioxane O O H2SO4

ANSWER:

Step 1 of 2

The instructions for this exercise tell us that 1,4-dioxane can be formed by the treatment of ethylene glycol with sulfuric acid. We're asked to provide a mechanism for this transformation. Recall that alcohols are typically protonated in the presence of strong acids, and that protonated alcohols act as good leaving groups.

                                         

 

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