When 2-methyl-2-butanol (CH3-C(CH3)2-CH2OH) is heated with conc. H2SO4, what is the major product?
Answer
2-Methyl-2-butene
The correct answer is 2-Methyl-2-butene — The more substituted alkene formed is 2-methyl-2-butene.
Step-by-step solution
- Recognize that 2-methyl-2-butanol is a tertiary alcohol.
- Dehydration with conc. H2SO4 proceeds via an E1 mechanism.
- Elimination favors the more substituted alkene (Zaitsev's rule).
- The more substituted alkene formed is 2-methyl-2-butene.
Common mistake: Predicting the less substituted alkene as the major product
Concept tested: Dehydration of alcohols
Published · How this solution was prepared and checked
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