
Concept explainers
Interpretation:
The reason should be explained for the formation of the unexpected product 2-methyl-
2-pentene on dehydration of 4-methyl-2-pentanol.
Concept Introduction:
Dehydration reaction:
Removal of water molecule from the reaction when the alcohol is treated with strong acid like sulfuric acid.
Alcohol is reaction with concentrated sulfuric acid, first alcohol gets protonated forms carbocation (more stable carbocation) followed by elimination of proton (
Tertiary carbocation is more stable than the secondary, secondary carbocation is more stable than primary.
In dehydration reaction, sulfuric acid is act as a proton donor, and which is used to protonate the alcohol and makes carbocation therefore sulfuric acid is the driving force of the reaction.

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Chapter 14 Solutions
Pearson eText Fundamentals of General, Organic, and Biological Chemistry -- Instant Access (Pearson+)
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