9. Write structural formulas for the major organic product(s) for the following reactions. Be sure to indicate stereochemistry when relevant. (CH;CH,CH,),CuLi `CI Br PdL2 (b) .B НО CH;CH,CH,CH,OH C,H;MgBr
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.
![**Problem 9:**
Write structural formulas for the major organic product(s) for the following reactions. Be sure to indicate stereochemistry when relevant.
(a) ![Chemical Structure](https://via.placeholder.com/15) Benzyl chloride (C6H5CH2Cl) reacts with (CH3CH2CH2)2CuLi.
(b) ![Chemical Structure](https://via.placeholder.com/15) A reaction involving a phenyl boronic ester and a benzene ring in the presence of PdL2 and HO-.
(c) ![Chemical Structure](https://via.placeholder.com/15) Propanol (CH3CH2CH2OH) reacts with phenylmagnesium bromide (C6H5MgBr).
---
**Problem 10:**
Propose a reasonable mechanism for the following reaction. Be sure to include all intermediates. (Transition states are not necessary.)
\[ CH_3\text{-}CH\text{=}C(CH_3)_2 + Br_2 \xrightarrow{h\nu} \ CH_2\text{-}Br \text{-}CH\text{=}C(CH_3)_2 + CH_2\text{=}CH\text{-}C(CH_3)_2Br \]
---
**Problem 11:**
Indicate how each of the following compounds could be prepared using the given starting material.
\[ CH_3CH_2CH_2CH_3 \rightarrow CH_3CH_2CH_2CH_2Br \]
\[ CH_3CH_2CH_2CH_3 \rightarrow H_2C\text{=}CH\text{-}CH\text{=}CH_2 \]
\[
\begin{array}{c}
\ Br \\
\ CH_3CH_2CH_2CH_3
\end{array}
\rightarrow
\begin{array}{c}
\ CH_3CH\text{-}CCH_2CH_3 \\
\ \ \ \ CH_3
\end{array}
\]
---
**Explanation:**
Problem 9 involves predicting the organic products of given chemical reactions, focusing on stereochemistry.
Problem 10 asks for a detailed mechanism of a reaction including the intermediates formed when an alkene reacts with bromine under light (hv).
Problem 11 requires suggesting synthetic pathways for converting a starting compound into specified](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2Fb1340680-eb9c-48d5-bc71-d4a4fad49dd5%2Fd33aaa42-db15-475c-bb49-0512cc2f0825%2F6rad6wb_processed.jpeg&w=3840&q=75)
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