6. Both acid-catalyzed hydration and oxymercuration-demercuration are addition reactions that add a hydroxyl group (--OH) and a hydrogen atom across a t-bond to make a Markovnikov product. Because of this, both reactions can often end with the same major organic product. Explain in 1-3 complete sentences why substrate A leads to the same product no matter the conditions and why substrate B leads to two different products based on reaction conditions. H₂SO OH

Organic Chemistry
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ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
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Chapter10: Alcohols
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6. Both acid-catalyzed hydration and oxymercuration-demercuration are addition reactions that add a
hydroxyl group (--OH) and a hydrogen atom across a t-bond to make a Markovnikov product. Because of
this, both reactions can often end with the same major organic product.
3
Explain in 1-3 complete sentences why substrate A leads to the same product no matter the conditions
and why substrate B leads to two different products based on reaction conditions.
4
10
A
ER
A
%
H₂SO4
H₂O
1. Hg(OAc)2
2. NaBH4
當
5
OH
Q Search
T
(racemic)
OH
(racemic)
6
&
B
B
H₂SO4
H₂O
1. Hg(OAc)₂
2. NaBH4
OH
(racemic)
lyi
O
Transcribed Image Text:6. Both acid-catalyzed hydration and oxymercuration-demercuration are addition reactions that add a hydroxyl group (--OH) and a hydrogen atom across a t-bond to make a Markovnikov product. Because of this, both reactions can often end with the same major organic product. 3 Explain in 1-3 complete sentences why substrate A leads to the same product no matter the conditions and why substrate B leads to two different products based on reaction conditions. 4 10 A ER A % H₂SO4 H₂O 1. Hg(OAc)2 2. NaBH4 當 5 OH Q Search T (racemic) OH (racemic) 6 & B B H₂SO4 H₂O 1. Hg(OAc)₂ 2. NaBH4 OH (racemic) lyi O
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