Propose a plausible mechanism for the following transformation. or folo -OH Pyridine

Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
Chapter23: Addition To A Carbonyl
Section: Chapter Questions
Problem 39E
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Propose a plausible mechanism for the following transformation.
of folo
Step 1
Pyridine
OH
Correct. The first step (nucleophilic attack), requires two curved arrows, which show the phenol functioning as a
nucleophile and attacking the electrophilic carbonyl group.
Add curved arrow(s) to draw the first step of the mechanism. Modify the given drawings of the product as needed to show the
intermediate that is formed in this step. Use the +/-tools to add/remove charges, and use the single bond tool to interconvert
between double and single bonds.
Transcribed Image Text:Propose a plausible mechanism for the following transformation. of folo Step 1 Pyridine OH Correct. The first step (nucleophilic attack), requires two curved arrows, which show the phenol functioning as a nucleophile and attacking the electrophilic carbonyl group. Add curved arrow(s) to draw the first step of the mechanism. Modify the given drawings of the product as needed to show the intermediate that is formed in this step. Use the +/-tools to add/remove charges, and use the single bond tool to interconvert between double and single bonds.
X Incorrect. Which of the four mechanistic steps is shown in this step of the mechanism?
Add two curved arrow(s) to show step 2: collapse of a charged tetrahedral intermediate. Modify the given drawing of the product
as needed to show the intermediate that is formed in this step. Use the +/- tools to add/remove charges, and use the single bond
tool to interconvert between double and single bonds.
otro
H
OH
H*
Edit Drawing
Transcribed Image Text:X Incorrect. Which of the four mechanistic steps is shown in this step of the mechanism? Add two curved arrow(s) to show step 2: collapse of a charged tetrahedral intermediate. Modify the given drawing of the product as needed to show the intermediate that is formed in this step. Use the +/- tools to add/remove charges, and use the single bond tool to interconvert between double and single bonds. otro H OH H* Edit Drawing
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