Which of the following reactions does not tak | vedclass

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(A) Let's analyze each reaction:$A$: This is an elimination reaction involving a substituted benzene ring with a strong base $(KNH_2)$. This can proce

Vedclass · Accepted Answer

$2-$bromo$-1-$methoxy$-3-$methylbenzene + $KNH_2$ / liq. $NH_3$ $\rightarrow$

Vedclass · Answer

(A) Let's analyze each reaction:$A$: This is an elimination reaction involving a substituted benzene ring with a strong base $(KNH_2)$. This can proceed via a benzyne intermediate.$B$: tert-butyl chloride + aq. $KOH$ is a nucleophilic substitution $(S_N1)$ reaction,which readily occurs to form tert-butyl alcohol.$C$: tert-butyl chloride + alc. $KOH$ is an elimination $(E2)$ reaction,which readily occurs to form isobutylene.$D$: Chlorobenzene + $NaOH$ $(300^{\circ}C, 200 \ atm)$ is the Dow process,which occurs to form sodium phenoxide.Wait,re-evaluating $A$: The starting material is $2$-bromo-$1$-methoxy-$3$-methylbenzene. The $KNH_2$ in liquid $NH_3$ is a very strong base. It can abstract a proton from the ortho position to the bromine to form a benzyne intermediate. However,in this specific molecule,the ortho positions are occupied by a $-CH_3$ group and a $-OCH_3$ group. There is no ortho-hydrogen available for the formation of the benzyne intermediate. Therefore,this reaction cannot proceed via the benzyne mechanism.

Which of the following reactions does not take place?

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