tep 3: A series of proton transfer steps results in the ydroxyamine. The curved arrows are drawn for you. proton transfer steps Step 5: Complete the structure of the expected intermediate, and add curved arrows. Select Draw Templates More / B -H : OH =oft- oth H H C H N O -H: B B: Erase Step 4: Complete the structure of the expected intermediate, and add curved arrows. Q2Q Select Draw Templates More → C H Select Draw Templates More H C N O B Step 6: Complete the structure of the final product. H N Erase : B 2 Q O B B: hydride added Erase 2 Q

Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
Chapter19: Eas: Electrophilic Aromatic Substitution
Section: Chapter Questions
Problem 8E
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Step 3: A series of proton transfer steps results in the
hydroxyamine. The curved arrows are drawn for
you.
proton
transfer
steps
Step 5: Complete the structure of the expected
intermediate, and add curved arrows.
Select Draw Templates More
/ ||
G
B H
→
H
C H
: 0:
H
H
: OH
N
-H:
O
B
B:
Erase
Q2Q
Step 4: Complete the structure of the expected
intermediate, and add curved arrows.
Select Draw Templates More
G
on
H
C H
G
H
N
:0
O
Step 6: Complete the structure of the final product.
Select Draw Templates More
— H
N
Erase
B
: B
C HNO B
2 Q
B:
hydride
added
Erase
2 Q
Transcribed Image Text:Step 3: A series of proton transfer steps results in the hydroxyamine. The curved arrows are drawn for you. proton transfer steps Step 5: Complete the structure of the expected intermediate, and add curved arrows. Select Draw Templates More / || G B H → H C H : 0: H H : OH N -H: O B B: Erase Q2Q Step 4: Complete the structure of the expected intermediate, and add curved arrows. Select Draw Templates More G on H C H G H N :0 O Step 6: Complete the structure of the final product. Select Draw Templates More — H N Erase B : B C HNO B 2 Q B: hydride added Erase 2 Q
Complete the mechanism of the reaction between benzaldehyde and dimethylamine in acid followed by introduction of a
hydride reducing agent. Add any missing atoms, bonds, charges, nonbonding electron pairs, and curved arrows. Note that the
use of a generic base B : represents another amine in solution that acts as a shuttle for the added acid.
Step 1: Add curved arrows.
Select Draw Templates More
G
C H N
: 0:
H
0
|
: N
|
H
Q2
B
Erase
2 Q
14
Step 2: Complete the structure of the
expected intermediate.
Select Draw Templates More
/// III C
N
I
H
B
2
Erase
Q
Transcribed Image Text:Complete the mechanism of the reaction between benzaldehyde and dimethylamine in acid followed by introduction of a hydride reducing agent. Add any missing atoms, bonds, charges, nonbonding electron pairs, and curved arrows. Note that the use of a generic base B : represents another amine in solution that acts as a shuttle for the added acid. Step 1: Add curved arrows. Select Draw Templates More G C H N : 0: H 0 | : N | H Q2 B Erase 2 Q 14 Step 2: Complete the structure of the expected intermediate. Select Draw Templates More /// III C N I H B 2 Erase Q
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