Step 1. Protonation of carboxylic acid. Draw curved arrows. Select Draw Rings More Erase H HH H :0 : H. Step 2. Nucleophilic attack by alcohol. Draw curved arrows. Select Draw Rings More Erase H Step 3. Proton Transfer : 0 HöH :0 .H 1 :o: +0=

Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
Chapter13: Substitution
Section: Chapter Questions
Problem 59CTQ
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Step 1. Protonation of carboxylic acid. Draw curved arrows.
Select
Draw
Rings
More
Erase
| 7|/
C
H
|-
H HöH
H
H
: 0 :
H
H
Step 2. Nucleophilic attack by alcohol. Draw curved arrows.
Select
Draw
Rings
More
Erase
H
Step 3. Proton Transfer
H.
CH
:0
Transcribed Image Text:Step 1. Protonation of carboxylic acid. Draw curved arrows. Select Draw Rings More Erase | 7|/ C H |- H HöH H H : 0 : H H Step 2. Nucleophilic attack by alcohol. Draw curved arrows. Select Draw Rings More Erase H Step 3. Proton Transfer H. CH :0
Step 4. Proton transfer. Draw curved arrows.
Select
Draw
Rings
More
Erase
H
H:H
:0
H - 0
H.
Hi ö
Step 5. Reformation of carbonyl. Draw curved arrows.
Select
Draw
Rings
More
Erase
H
H
H
o-H
H
`H
1
Transcribed Image Text:Step 4. Proton transfer. Draw curved arrows. Select Draw Rings More Erase H H:H :0 H - 0 H. Hi ö Step 5. Reformation of carbonyl. Draw curved arrows. Select Draw Rings More Erase H H H o-H H `H 1
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