utanone undergoes a nucleophilic addition with a Grignard reagent made from 1-bromopropane and magnesium metal in THF solution. The alkoxide formed from the nucleophilic addition is then conveted into the final product by the careful addition of dilute acid. Complete the mechanism by following the instructions provided for each step. Step 1. Nucleophilic Addition in THF

Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
Chapter16: Synthesis Workshop 1
Section: Chapter Questions
Problem 26CTQ
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Butanone undergoes a nucleophilic addition with a Grignard reagent made from 1-bromopropane and magnesium metal in THF solution. The alkoxide formed from the nucleophilic addition is then conveted into the final product by the careful addition of dilute acid.

Complete the mechanism by following the instructions provided for each step.

Step 1. Nucleophilic Addition in THF

Step 2. Acid workup
Use curved arrows to show how the alkoxide
intermediate interacts with acid.
Select Draw Templates More
G
H
C
N O
H
x
S Cl
OH
1
H
Erase
२ Q
Draw the final product.
Select Draw Templates More
/
G
H
H
: 0
C
H
N
O
S
Cl
Erase
Q2 Q
Transcribed Image Text:Step 2. Acid workup Use curved arrows to show how the alkoxide intermediate interacts with acid. Select Draw Templates More G H C N O H x S Cl OH 1 H Erase २ Q Draw the final product. Select Draw Templates More / G H H : 0 C H N O S Cl Erase Q2 Q
Add a series of curved arrows to the sketch to
demonstrate a nucleophilic addition.
Select Draw Templates More
G
Mg
H C
Br
N
O Mg Br
0:
Erase
Q2 Q
Draw the alkoxide intermediate.
Select Draw Templates More
+ Mg Br
15
Reset Drawing
Erase
Q2Q
Transcribed Image Text:Add a series of curved arrows to the sketch to demonstrate a nucleophilic addition. Select Draw Templates More G Mg H C Br N O Mg Br 0: Erase Q2 Q Draw the alkoxide intermediate. Select Draw Templates More + Mg Br 15 Reset Drawing Erase Q2Q
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