Acid-catalyzed dehydration of secondary and tertiary alcohols proceeds through an E1 mechanism. The first step is the protonatio
n of alcohol and oxygen to form an oxonium ion.
Dehydration of 3-methyl-2-butanol forms one major and two minor organic products. Draw the structures, including hydrogen atoms, of the three organic products of this reaction.
Dehydration of 3-methyl-2-butanol forms one major and two minor organic products. Draw the structures, including hydrogen atoms, of the three organic products of this reaction.
1 answer:
Answer:
Most substituted alkene is produced as a major product
Explanation:
- Dehydration of 3-methyl-2-butanol proceeds through E1 mechanism to form alkenes.
- Most substituted alkene is produced as major product because of presence of highest number of hyperconjugative hydrogen atoms corresponding to the produced double bond (Saytzeff product).
- Here, a H-shift also occurs in one of the intermediate step during dehydration to produce more stable tertiary carbocation.
- Reaction mechanism has been shown below.
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