Question:

Write the mechanism of the following reaction: \[ \text{CH}_3\text{CH}_2\text{OH} \xrightarrow{H^+ \, 443\, \text{K}} \text{CH}_2 = \text{CH}_2 \]

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Updated On: Feb 25, 2025
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Solution and Explanation

The mechanism for the dehydration of ethanol (CH3CH2OH) to ethene (CH2=CH2) under acidic conditions involves the following steps:

Step 1: Formation of protonated alcohol (Fast step)

Ethanol (CH3CH2OH) reacts with the proton (H+) to form the protonated alcohol (ethyl oxonium ion).

CH3CH2OH + H+ → CH3CH2OH+

Step 2: Formation of carbocation (Slow step)

The protonated alcohol undergoes the loss of water to form a carbocation, which is the rate-determining step.

CH3CH2OH+ → CH3C+ + H2O

Step 3: Formation of ethene by elimination of a proton (Fast step)

The carbocation formed in Step 2 loses a proton to form ethene.

Overall reaction:

CH3C+CH2 → C2H4 (Ethene) + H+

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Notes on Alcohols, Phenols And Ethers