Which statement explains the product distribution that is observed for the acid catalyzed hydration of 2-methyl-2-butene? H₂O H₂SO4 (cat.) H HO major minor -ОН -H The carbocation intermediate for the major product is a secondary carbocation, which is more stable relative to the carbocation intermediate of the minor product which is primary. The second transition state for the minor product is higher because the chlorine ion is more sterically hindered attacking the intermediate of the minor product. The carbocation intermediate for the major product is a tertiary carbocation, which is more stable relative to the carbocation intermediate of the minor product which is secondary. The first transition state for the major product is lower because the alkene is less sterically hindered at the less substituted carbon.

Organic Chemistry
8th Edition
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Chapter19: Enolate Anions And Enamines
Section19.9: Crossed Enolate Reactions Using Lda
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Which statement explains the product distribution that is observed for the acid catalyzed hydration of 2-methyl-2-butene?
H₂O
H₂SO4 (cat.)
H
HO
major
minor
-ОН
-H
The carbocation intermediate for the major product is a secondary carbocation, which is more stable relative to the carbocation intermediate of the minor product which is primary.
The second transition state for the minor product is higher because the chlorine ion is more sterically hindered attacking the intermediate of the minor product.
The carbocation intermediate for the major product is a tertiary carbocation, which is more stable relative to the carbocation intermediate of the minor product which is secondary.
The first transition state for the major product is lower because the alkene i less sterically hindered at the less substituted carbon.
Transcribed Image Text:Which statement explains the product distribution that is observed for the acid catalyzed hydration of 2-methyl-2-butene? H₂O H₂SO4 (cat.) H HO major minor -ОН -H The carbocation intermediate for the major product is a secondary carbocation, which is more stable relative to the carbocation intermediate of the minor product which is primary. The second transition state for the minor product is higher because the chlorine ion is more sterically hindered attacking the intermediate of the minor product. The carbocation intermediate for the major product is a tertiary carbocation, which is more stable relative to the carbocation intermediate of the minor product which is secondary. The first transition state for the major product is lower because the alkene i less sterically hindered at the less substituted carbon.
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