Which is the best synthesis of 1-methoxy-2,4- | vedclass

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(A) The synthesis of $1-$methoxy$-2,4-$dinitrobenzene requires the introduction of two nitro groups and one methoxy group onto a benzene ring.$1$. Fir

Vedclass · Accepted Answer

Benzene $\xrightarrow[FeBr_3]{Br_2}$ Bromobenzene $\xrightarrow[H_2SO_4]{HNO_3}$ $1-$bromo$-4-$nitrobenzene $\xrightarrow[H_2SO_4]{HNO_3}$ $1-$bromo$-2,4-$dinitrobenzene $\xrightarrow[CH_3OH]{NaOCH_3}$ $1-$methoxy$-2,4-$dinitrobenzene

Vedclass · Answer

(A) The synthesis of $1-$methoxy$-2,4-$dinitrobenzene requires the introduction of two nitro groups and one methoxy group onto a benzene ring.$1$. First,benzene undergoes electrophilic aromatic bromination to form bromobenzene.$2$. Bromobenzene is then nitrated twice. Since the bromine atom is ortho/para directing,the first nitration gives $1-$bromo$-4-$nitrobenzene (major product).$3$. The second nitration occurs at the ortho position relative to the bromine atom,yielding $1-$bromo$-2,4-$dinitrobenzene.$4$. Finally,nucleophilic aromatic substitution $(S_NAr)$ with sodium methoxide $(NaOCH_3)$ replaces the bromine atom with a methoxy group,facilitated by the strong electron-withdrawing effect of the two ortho/para nitro groups. This corresponds to option $A$.

Which is the best synthesis of $1-$methoxy$-2,4-$dinitrobenzene?

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