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(D) The reaction is a nucleophilic aromatic substitution $(S_NAr)$.The nucleophile is $CH_3S^-$.The substrate is $1-bromo-2-fluoro-4-nitrobenzene$.The

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$2-$(methylthio)$-1-$fluoro$-4-$nitrobenzene

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(D) The reaction is a nucleophilic aromatic substitution $(S_NAr)$.The nucleophile is $CH_3S^-$.The substrate is $1-bromo-2-fluoro-4-nitrobenzene$.The $-NO_2$ group is a strong electron-withdrawing group at the para position relative to the fluorine atom,which activates the ortho and para positions for nucleophilic attack.Fluorine is a better leaving group than bromine in $S_NAr$ reactions due to its higher electronegativity,which stabilizes the Meisenheimer complex intermediate.Therefore,the $CH_3S^-$ nucleophile attacks the carbon bearing the fluorine atom,displacing the fluoride ion.The product is $2-(methylthio)-1-fluoro-4-nitrobenzene$ (or $1-fluoro-2-(methylthio)-4-nitrobenzene$ depending on numbering priority,which corresponds to the structure in option $D$).

Identify the principal organic product of the following reaction:
$1-bromo-2-fluoro-4-nitrobenzene + NaSCH_3 \rightarrow \text{product}$

Similar Questions

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Identify the principal organic product of the following reaction:$1-bromo-2-fluoro-4-nitrobenzene + NaSCH_3 \rightarrow \text{product}$