Curved arrows are used to illustratethe flow of electrons. Follow thearrows and draw the missingintermediates in this reaction. Includeall lone-pairs. Ignore any inorganicbyproducts.:0H₂C CH3DrawIntermediateH₂OdeprotonationDrawIntermediate:0:H3O+protonationH₂OnucleophilicadditionH3O+protonationH₂ODrawIntermediate- ROHH₂CeliminationH-OCH₂: OHHOCH₂CH2OHelimination :0:DrawIntermediate(CH3)2NH2*H+protonationCH3CH3(CH3)2NH2+protonation(CH3)2NHDeprotonation- H₂OeliminationDrawIntermediate(CH3)2NHNucleophilic AdditionHỘI ĐN CHOCH₂DrawIntermediate(CH3)2NHDeprotonation1Draw Product

These reactions are examples of deprotection of ketone and imine formation from corresponding…

Curved arrows are used to illustrate the flow of electrons. Follow the arrows and draw the missing intermediates in this reaction. Include all lone-pairs. Ignore any inorganic byproducts. H₂C CH₂ D H3O+ protonation Draw Intermediate - ROH elimination

Curved arrows are used to illustrate the flow of electrons. Follow the arrows and draw the missing intermediates in this reaction. Include all lone-pairs. Ignore any inorganic byproducts. H₂C CH₂ D H3O+ protonation Draw Intermediate - ROH elimination

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter24: Amines And Heterocycles

Section24.9: Heterocyclic Amines

Problem 24P

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Question

Curved arrows are used to illustrate
the flow of electrons. Follow the
arrows and draw the missing
intermediates in this reaction. Include
all lone-pairs. Ignore any inorganic
byproducts.
:0
H₂C CH3
Draw
Intermediate
H₂O
deprotonati
on
Draw
Intermediate
:0:
H3O+
protonation
H₂O
nucleophilic
addition
H3O+
protonation
H₂O
Draw
Intermediate
- ROH
H₂C
elimination
H-O
CH₂
: OH
HOCH₂CH2
OH
elimination

:0:
Draw
Intermediate
(CH3)2NH2*
H+
protonation
CH3
CH3
(CH3)2NH2+
protonation
(CH3)2NH
Deprotonati
on
- H₂O
elimination
Draw
Intermediate
(CH3)2NH
Nucleophili
c Addition
HỘI ĐN CHO
CH₂
Draw
Intermediate
(CH3)2NH
Deprotonat
ion
1
Draw Product

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