Question

Please write the complete mechanism for the reaction to produce the di-nitrated product (dinitrobenzoate) in the nitration of methyl benzoate with nitric acids and sulfuric acid. Draw each step of the mechanism on a separate line beginning on the left margin, and then explaining on the right how the reaction step occurs.

Please be sure to use expanded structural formulas for all chemical species. Include all bonds, non-bonding electrons, formal charges, and electron-flow arrows. DO NOT use bond-line formulas, but rather explicitly show atomic symbols. For this mechanism. show the resonance hybrid for the arenium ion intermediate.

Answer 1

forswers. # Mechanism for dinitration of Methyl benzoate. preparation of electrophile: NO2 from.conc. HNO3 and conc. Hz 504. of ©N OH YH-02- the @MLM2 + HS09 ON OM NO2 © electrophile. Remember, -2-0-CH3 groep ion methyl benzoate is meta-directing group, hence, electro ophillie substitution will be at meta position..

NOZ 102 . NOL cloeha aromatisation NO2 arenium ? complexe NO2 Now, second -NO2 group will be added to * marked position, as this position is meta to both – Coo CH3 &NO2. And -Coochz & - Nog both are meta- directing grouo.. we a r Coochz_ ON Y COOCH3 NO2 SAL NO2 I 19" To cooCH3 SU NO2 NO2 H н ON ey coocny aromatisation Og NO2 arenium Complex e vochz NO2 Voz