Complete the mechanism, and predict the product of the reaction of aniline with sodium nitrite and hydrochloric acid by adding any missing atoms, bonds, charges, nonbonding electrons, and curved arrows. Note that sodium nitrite and hydrochloric acid form the nitrous acid in step 1. Do not delete any pre-drawn bonds, charges, or lone pairs. If you accidentally delete a vital part of the structure, use the undo button on the lower left of the drawing canvas. Step 1: Add curved arrows. Select Draw Templates More G H H HIO: Н C H N Cl : cl : Q2Q Erase Step 2: Complete the structures and add curved arrows. Select Draw Templates More ↑ / " C H N Ν Cl H H 0 : "---=" H : 2Q Erase H Step 3 (introduction of aniline): Complete the structures (if needed) and add curved arrows. Select Draw Templates More Erase Step 4: Complete the structures and add curved arrows. Select Draw Templates More H ―0: | HI Н : C H N Cl : Cl : : N HIN : Н Q2Q 0: Н ↓ H H | : C H N 0 Cl : N H H : 0 H Erase H 2Q Sup: Add 86

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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Pls help with the first parts of this question.

Complete the mechanism, and predict the product of the reaction of aniline with sodium nitrite and hydrochloric acid by adding
any missing atoms, bonds, charges, nonbonding electrons, and curved arrows. Note that sodium nitrite and hydrochloric acid
form the nitrous acid in step 1.
Do not delete any pre-drawn bonds, charges, or lone pairs. If you accidentally delete a vital part of the structure, use the undo
button on the lower left of the drawing canvas.
Step 1: Add curved arrows.
Select Draw Templates More
G
H
H
HIO:
Н
C
H N
Cl
: cl :
Q2Q
Erase
Step 2: Complete the structures and add
curved arrows.
Select Draw Templates More
↑
/ "
C H N
Ν
Cl
H
H
0 :
"---="
H
:
2Q
Erase
Transcribed Image Text:Complete the mechanism, and predict the product of the reaction of aniline with sodium nitrite and hydrochloric acid by adding any missing atoms, bonds, charges, nonbonding electrons, and curved arrows. Note that sodium nitrite and hydrochloric acid form the nitrous acid in step 1. Do not delete any pre-drawn bonds, charges, or lone pairs. If you accidentally delete a vital part of the structure, use the undo button on the lower left of the drawing canvas. Step 1: Add curved arrows. Select Draw Templates More G H H HIO: Н C H N Cl : cl : Q2Q Erase Step 2: Complete the structures and add curved arrows. Select Draw Templates More ↑ / " C H N Ν Cl H H 0 : "---=" H : 2Q Erase
H
Step 3 (introduction of aniline): Complete the
structures (if needed) and add curved arrows.
Select Draw Templates More
Erase
Step 4: Complete the structures and add
curved arrows.
Select Draw Templates More
H
―0:
|
HI
Н
:
C
H
N
Cl
: Cl :
: N
HIN :
Н
Q2Q
0:
Н
↓
H
H
|
:
C
H
N
0
Cl
: N
H
H
: 0
H
Erase
H
2Q
Sup: Add
86
Transcribed Image Text:H Step 3 (introduction of aniline): Complete the structures (if needed) and add curved arrows. Select Draw Templates More Erase Step 4: Complete the structures and add curved arrows. Select Draw Templates More H ―0: | HI Н : C H N Cl : Cl : : N HIN : Н Q2Q 0: Н ↓ H H | : C H N 0 Cl : N H H : 0 H Erase H 2Q Sup: Add 86
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