
Organic Chemistry
8th Edition
ISBN: 9781305580350
Author: William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher: Cengage Learning
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Transcribed Image Text:a) There are several reagents that can be used to effect addition to a double bond, including: acid and water, oxymercuration-
demercuration reagents, and hydroboration-oxidation reagents.
The transformation shown utilizes acid and water as reagents.
H3O+
HO
Inspect the final product and select all the reasons why acid in water was chosen to effect the following transformation instead of
the other reagents.
Select the correct reasons.
Addition with acid and water as reagents allows sigmatropic rearrangements.
The reaction requires the Markovnikov product without sigmatropic rearrangement.
Oxymercuration-demercuration reagents favor sigmatropic rearrangements.
The reaction requires sigmatropic rearrangement.
The reaction requires anti-Markovnikov product with sigmatropic rearrangement.
☐ Hydroboration-oxidation reagents yield the Markovnikov product of addition.
Oxymercuration-demercuration reagents prevent sigmatropic rearrangements.
Addition with acid and water as reagents avoids sigmatropic rearrangements.
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