Curved arrows are used to illustrate the flow of electrons. Use the reaction conditions provided and follow the arrows to draw the intermediate and product in this reaction or mechanistic step(s). Include all lone pairs and charges as appropriate. Ignore stereochemistry. Ignore inorganic byproducts. H :0: CH3 O: OH Q CH3OH2+ Draw Intermediate protonation CH3OH CH3OH nucleophilic addition H Draw Intermediate deprotonation :0: H3C CH3OH2* protonation H 0: H CH3 H. Curved arrows are used to illustrate the flow of electrons. Use the reaction conditions provided and follow the arrows to draw the intermediate and product in this reaction or mechanistic step(s). Include all lone pairs and charges as appropriate. Ignore stereochemistry. Ignore inorganic byproducts. H :0: CH3 O: OH Q CH3OH2+ Draw Intermediate protonation CH3OH CH3OH nucleophilic addition H Draw Intermediate deprotonation :0: H3C CH3OH2* protonation H 0: H CH3 H.

Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
Chapter20: Acidity And Pka Of Phenols
Section: Chapter Questions
Problem 11E
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Curved arrows are used to illustrate the flow of electrons. Use the reaction conditions provided and follow
the arrows to draw the intermediate and product in this reaction or mechanistic step(s).
Include all lone pairs and charges as appropriate. Ignore stereochemistry. Ignore inorganic byproducts.
H
:0:
CH3
O:
OH
Q
CH3OH2+
Draw Intermediate
protonation
CH3OH
CH3OH
nucleophilic addition
H
Draw Intermediate
deprotonation
:0:
H3C
CH3OH2*
protonation
H
0:
H
CH3
H.
Transcribed Image Text:Curved arrows are used to illustrate the flow of electrons. Use the reaction conditions provided and follow the arrows to draw the intermediate and product in this reaction or mechanistic step(s). Include all lone pairs and charges as appropriate. Ignore stereochemistry. Ignore inorganic byproducts. H :0: CH3 O: OH Q CH3OH2+ Draw Intermediate protonation CH3OH CH3OH nucleophilic addition H Draw Intermediate deprotonation :0: H3C CH3OH2* protonation H 0: H CH3 H.
Curved arrows are used to illustrate the flow of electrons. Use the reaction conditions provided and follow
the arrows to draw the intermediate and product in this reaction or mechanistic step(s).
Include all lone pairs and charges as appropriate. Ignore stereochemistry. Ignore inorganic byproducts.
H
:0:
CH3
O:
OH
Q
CH3OH2+
Draw Intermediate
protonation
CH3OH
CH3OH
nucleophilic addition
H
Draw Intermediate
deprotonation
:0:
H3C
CH3OH2*
protonation
H
0:
H
CH3
H.
Transcribed Image Text:Curved arrows are used to illustrate the flow of electrons. Use the reaction conditions provided and follow the arrows to draw the intermediate and product in this reaction or mechanistic step(s). Include all lone pairs and charges as appropriate. Ignore stereochemistry. Ignore inorganic byproducts. H :0: CH3 O: OH Q CH3OH2+ Draw Intermediate protonation CH3OH CH3OH nucleophilic addition H Draw Intermediate deprotonation :0: H3C CH3OH2* protonation H 0: H CH3 H.
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