O Macmillan Learning Consider the substitution reaction of (R)-3-chloro-3-methylhexane with methanol and heat. H3C- A H3C oooo0 Identify the substitution product(s). A B с H3C CI D CH3 No Reaction MeOH H3C C H3C -O CH3 HO CH3 CH3 CH3 B H3C D H3C H3C OH CH3 H₂C -CH3 CH3
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.
![**Question 23 of 30**
**Consider the substitution reaction of (R)-3-chloro-3-methylhexane with methanol and heat.**
**Chemical Reaction:**
\[ \text{(R)-3-Chloro-3-methylhexane} \xrightarrow{\text{MeOH, Heat}} \]
**Possible Products:**
- **A**
\[
\begin{aligned}
&\text{Methoxy group attached to the third carbon} \\
&\text{with one methyl group} \\
&\text{\begin{align*}
H_3C-CH_2-CH(\CH_3)OCH_3
\end{align*}} \\
\end{aligned}
\]
- **B**
\[
\begin{aligned}
&\text{Hydroxyl group attached to the third carbon} \\
&\text{with one methyl group} \\
&\text{\begin{align*}
H_3C-CH_2-CH(\CH_3)OH
\end{align*}} \\
\end{aligned}
\]
- **C**
\[
\begin{aligned}
&\text{Hydroxyl group attached to the third carbon} \\
&\text{with one methyl group} \\
&\text{\begin{align*}
H_3C-CH_2-CH(\text{OH})\CH_3
\end{align*}}
\end{aligned}
\]
- **D**
\[
\begin{aligned}
&\text{Methoxy group attached to the third carbon} \\
&\text{with one methyl group} \\
&\text{\begin{align*}
H_3C-CH_2-CH(\CH_3)OCH_3
\end{align*}}
\end{aligned}
\]
**Identify the substitution product(s).**
- ☐ A
- ☐ B
- ☐ C
- ☐ D
- ☐ No Reaction
**Explanation:**
- The diagram presents a chemical reaction involving (R)-3-chloro-3-methylhexane reacting with methanol and heat to generate possible substitution products](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2Ffb9b51b7-8e30-472f-a9b1-c9ee115779d7%2F8ef3e757-d1b7-4b03-b38b-e5e854667fc4%2Fl1mokrj_processed.png&w=3840&q=75)
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