What compound is formed when methyloxirane (shown below) is reacted with ethylmagnesium bromide followed by treatment with aqueous acid? 2-methyl-1-butanol O2-methyl-2-butanol 2-pentanol 3-methyl-1-butanol 1-pentanol
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.
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2-methyl-2-butanol IS INCORRECT*
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![Title: Formation of Compound from Methyloxirane Reaction with Ethylmagnesium Bromide and Aqueous Acid
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**Question:**
What compound is formed when methyloxirane (shown below) is reacted with ethylmagnesium bromide followed by treatment with aqueous acid?
[Diagram of Methyloxirane]
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**Options:**
1. 2-methyl-1-butanol
2. 2-methyl-2-butanol
3. 2-pentanol
4. 3-methyl-1-butanol
5. 1-pentanol
**Highlighted Answer:**
2. 2-methyl-2-butanol
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**Explanation of Diagram:**
The diagram shows methyloxirane, which is an epoxide. The molecule is depicted with a triangular structure symbolizing the three-membered ring where one of the atoms is an oxygen atom.
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**Process:**
1. Methyloxirane reacts with ethylmagnesium bromide, a Grignard reagent.
2. This reaction opens the epoxide ring, with the ethyl group adding to what was one carbon of the ring.
3. The resulting intermediate is then treated with aqueous acid, which protonates the oxygen, resulting in the final alcohol product.
Given the structure of methyloxirane and the reagents used, the compound formed is 2-methyl-2-butanol.](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2Ffb9b51b7-8e30-472f-a9b1-c9ee115779d7%2F4c52ae89-ec4e-4b0d-a76e-84f934cdff85%2Fy1t6h0m_processed.png&w=3840&q=75)
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