Propose an efficient synthesis for the following transformation. hall The transformation above can be performed with some reagent or combination of the reagents listed below. Give the necessary reagent(s) in the correct order, as a string of letters (without spaces or punctuation, such as "EBF"). If there is more than one correct solution, provide just one answer. A B HBr, ROOR D HBr G HCECNa 1) 03; 2) DMS E H₂, Lindlar's cat. H 1) xs NaNH2, 2) H,O C 1) MeMgBr; 2) H3O+ F H₂SO4, H₂O, HgSO4 1) R₂BH; 2) H₂O2, NaOH
Propose an efficient synthesis for the following transformation. hall The transformation above can be performed with some reagent or combination of the reagents listed below. Give the necessary reagent(s) in the correct order, as a string of letters (without spaces or punctuation, such as "EBF"). If there is more than one correct solution, provide just one answer. A B HBr, ROOR D HBr G HCECNa 1) 03; 2) DMS E H₂, Lindlar's cat. H 1) xs NaNH2, 2) H,O C 1) MeMgBr; 2) H3O+ F H₂SO4, H₂O, HgSO4 1) R₂BH; 2) H₂O2, NaOH
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Chapter1: Chemical Foundations
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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.
Question
From a brominated precursor to a target compound:
\[
\begin{array}{ccccccccc}
\text{Br} & \rightarrow & \text{O} \\
\hline
\end{array}
\]
**Instructions:**
The above transformation can be achieved using one or a combination of reagents listed below. Indicate the necessary reagent(s) in the correct order as a string of letters (without spaces or punctuation, such as “EBF”). If there is more than one correct solution, provide just one answer.
**Available Reagents:**
**A.** \(\text{HBr, ROOR}\)
**B.** 1) \(\text{O}_3\); 2) \(\text{DMS}\)
**C.** 1) \(\text{MeMgBr}\); 2) \(\text{H}_3\text{O}^+\)
**D.** \(\text{HBr}\)
**E.** \(\text{H}_2, \text{Lindlar's cat.}\)
**F.** \(\text{H}_2\text{SO}_4, \text{H}_2\text{O}, \text{HgSO}_4\)
**G.** \(\text{HC} \equiv \text{CNa}\)
**H.** 1) \(\text{xs NaNH}_2\); 2) \(\text{H}_2\text{O}\)
**I.** 1) \(\text{R}_2\text{BH}\); 2) \(\text{H}_2\text{O}_2, \text{NaOH}\)
### Solution
Provide the string representing the correct order of reagents needed to accomplish this transformation.
(Note: This is an example based on the hypothesis that multiple pathways are possible. Validate your answer based on detailed mechanistic understanding.)](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2F6e012739-811c-4430-b17d-4e5b1ae35dc7%2Ff0c921a4-4eea-463f-8361-f9b975b65a48%2F932b20h_processed.jpeg&w=3840&q=75)
Transcribed Image Text:### Efficient Synthesis Proposal
**Objective:** Propose an efficient synthesis for the transformation shown below.
From a brominated precursor to a target compound:
\[
\begin{array}{ccccccccc}
\text{Br} & \rightarrow & \text{O} \\
\hline
\end{array}
\]
**Instructions:**
The above transformation can be achieved using one or a combination of reagents listed below. Indicate the necessary reagent(s) in the correct order as a string of letters (without spaces or punctuation, such as “EBF”). If there is more than one correct solution, provide just one answer.
**Available Reagents:**
**A.** \(\text{HBr, ROOR}\)
**B.** 1) \(\text{O}_3\); 2) \(\text{DMS}\)
**C.** 1) \(\text{MeMgBr}\); 2) \(\text{H}_3\text{O}^+\)
**D.** \(\text{HBr}\)
**E.** \(\text{H}_2, \text{Lindlar's cat.}\)
**F.** \(\text{H}_2\text{SO}_4, \text{H}_2\text{O}, \text{HgSO}_4\)
**G.** \(\text{HC} \equiv \text{CNa}\)
**H.** 1) \(\text{xs NaNH}_2\); 2) \(\text{H}_2\text{O}\)
**I.** 1) \(\text{R}_2\text{BH}\); 2) \(\text{H}_2\text{O}_2, \text{NaOH}\)
### Solution
Provide the string representing the correct order of reagents needed to accomplish this transformation.
(Note: This is an example based on the hypothesis that multiple pathways are possible. Validate your answer based on detailed mechanistic understanding.)
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