Questions: Identify the reaction mechanism and the final major product for the given reaction:
1-chloro-5-methy-2-hexene + CH3OH → ?
SN2: 1-methoxy-5-methyl-2-hexene
E1: 5-methyl-1,2-hexadiene
SN1: 1-methoxy-5-methyl-2-hexene
E2: 5-methyl-1,3-hexadiene
Transcript text: Identify the reaction mechanism and the final major product for the given reaction:
\[
\text { 1-chloro-5-methy-2-hexene }+\mathrm{CH}_{3} \mathrm{OH} \rightarrow \text { ? }
\]
$\mathrm{S}_{\mathrm{N}}$ 2: 1-methoxy-5-methyl-2-hexene
E1: 5-methyl-1,2-hexadiene
$\mathrm{S}_{\mathrm{N}}$ 1: 1-methoxy-5-methyl-2-hexene
E2: 5-methyl-1,3-hexadiene
Solution
Solution Steps
Step 1: Analyze the Reaction Conditions
The reaction involves 1-chloro-5-methyl-2-hexene and methanol (\(\mathrm{CH}_3\mathrm{OH}\)). Methanol is a polar protic solvent, which typically favors \(\mathrm{S}_\mathrm{N}1\) and E1 mechanisms due to its ability to stabilize carbocations.
Step 2: Determine the Likely Mechanism
Given the presence of a polar protic solvent and a secondary alkyl halide (1-chloro-5-methyl-2-hexene), the \(\mathrm{S}_\mathrm{N}1\) mechanism is more likely than \(\mathrm{S}_\mathrm{N}2\). The \(\mathrm{S}_\mathrm{N}1\) mechanism involves the formation of a carbocation intermediate, which is stabilized by the solvent.
Step 3: Identify the Major Product
In the \(\mathrm{S}_\mathrm{N}1\) mechanism, the carbocation formed can be attacked by the methanol, leading to the substitution product. The major product of this reaction would be 1-methoxy-5-methyl-2-hexene.