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Question

Write the mechanism of acid-catalysed dehydration of ethanol to yield ethene.

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Solution

The mechanism of acid dehydration of ethanol to yield ethene involves the following three steps:

Step 1:

Protonation of ethanol to form ethyl oxonium ion:

Step 2:

Formation of carbocation (rate determining step):

Step 3:

Elimination of a proton to form ethene:

The acid consumed in step 1 is released in Step 3. After the formation of ethene, it is removed to shift the equilibrium in a forward direction.


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