Question 21 The reaction below proceeds with the formation of ONLY ONE (S)-isomer. Choose the mechanism below which best describes the following transformation. Mechanism A: H3O+ CH3CHOH HO nucleophilic attack OH (S)-2-ethoxy-2-phenylpropan-1-ol proton transfer HH Mechanism B: - H₂O HO. proton transfer Mechanism C: :0::0-H - H₂O proton transfer nucleophilic attack : OH H HH HH proton transfer OH : OH: OH proton transfer - H₂O H₂O nucleophilic attack :OH proton transfer :OH nucleophilic attack - H₂O H HH proton transfer Mechanism D: :OH : OH :OH2:OH Η ΞΗ : OH : OH - H₂O proton transfer carbocation formation HO. nucleophilic attack H HH H-D-H proton transfer OA ABCD :OH
Question 21 The reaction below proceeds with the formation of ONLY ONE (S)-isomer. Choose the mechanism below which best describes the following transformation. Mechanism A: H3O+ CH3CHOH HO nucleophilic attack OH (S)-2-ethoxy-2-phenylpropan-1-ol proton transfer HH Mechanism B: - H₂O HO. proton transfer Mechanism C: :0::0-H - H₂O proton transfer nucleophilic attack : OH H HH HH proton transfer OH : OH: OH proton transfer - H₂O H₂O nucleophilic attack :OH proton transfer :OH nucleophilic attack - H₂O H HH proton transfer Mechanism D: :OH : OH :OH2:OH Η ΞΗ : OH : OH - H₂O proton transfer carbocation formation HO. nucleophilic attack H HH H-D-H proton transfer OA ABCD :OH
Chapter17: Alcohols And Phenols
Section17.SE: Something Extra
Problem 44AP: What carbonyl compounds might you start with to prepare the Following compounds by Grignard...
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Transcribed Image Text:Question 21
The reaction below proceeds with the formation of ONLY ONE (S)-isomer. Choose the mechanism below which best describes the following transformation.
Mechanism A:
H3O+
CH3CHOH
HO
nucleophilic attack
OH
(S)-2-ethoxy-2-phenylpropan-1-ol
proton transfer
HH
Mechanism B:
- H₂O
HO.
proton transfer
Mechanism C:
:0::0-H
- H₂O
proton transfer
nucleophilic attack
: OH
H
HH
HH proton transfer
OH
: OH: OH
proton transfer
- H₂O
H₂O
nucleophilic attack
:OH
proton transfer
:OH
nucleophilic attack
- H₂O
H
HH proton transfer
Mechanism D:
:OH
: OH
:OH2:OH
Η ΞΗ
: OH
: OH
- H₂O
proton transfer
carbocation formation
HO.
nucleophilic attack
H
HH
H-D-H
proton transfer
OA
ABCD
:OH
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