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
Reactions of Ethers
Ethers (R-O-R’) are compounds formed by replacing hydrogen atoms of an alcohol (R-OH compound) or a phenol (C6H5OH) by an aryl/ acyl group (functional group after removing single hydrogen from an aromatic ring). In this section, reaction, preparation and behavior of ethers are discussed in the context of organic chemistry.
Epoxides
Epoxides are a special class of cyclic ethers which are an important functional group in organic chemistry and generate reactive centers due to their unusual high reactivity. Due to their high reactivity, epoxides are considered to be toxic and mutagenic.
Williamson Ether Synthesis
An organic reaction in which an organohalide and a deprotonated alcohol forms ether is known as Williamson ether synthesis. Alexander Williamson developed the Williamson ether synthesis in 1850. The formation of ether in this synthesis is an SN2 reaction.
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.
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G
H
C
N O
H
x
S Cl
OH
1
H
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२ Q
Draw the final product.
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/
G
H
H
: 0
C
H
N
O
S
Cl
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Q2 Q](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2Fc66fd8b3-1516-48a2-94ac-413338444a27%2F952378f4-754f-4f23-99a7-21f2b29cd348%2Fy9s81xj_processed.png&w=3840&q=75)
![Add a series of curved arrows to the sketch to
demonstrate a nucleophilic addition.
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G
Mg
H C
Br
N
O Mg Br
0:
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Q2 Q
Draw the alkoxide intermediate.
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+ Mg Br
15
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Q2Q](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2Fc66fd8b3-1516-48a2-94ac-413338444a27%2F952378f4-754f-4f23-99a7-21f2b29cd348%2F0ufur_processed.png&w=3840&q=75)
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