Draw the structure of the organic product formed from the reaction of sodium methoxide with 1-chloro-4-nitrobenzene. be sure to show formal charges.

Product formed: 1 - methoxi - 4 - nitrobencene

Explanation:

This is a nucleophylic aromatic sustitution. However, this reaction cannot be under conditions of a SN2,because is an aromatic ring. Instead, this reaction is taking place in two steps.

The step 1 involves a nucleophylic attack to the atom of carbon that has the best outgoing group. In this case, Chlorine is better than NO2, so, it will goes there.

As it was stated before, it cannot go SN2, so instead of leaving the Cl, one of the double bond goes back, leaving a negative charge under that carbon.

In this step, which is very slow, undergoes a resonance structure to best locate the negative charge. This is well distribuited in the whole aromatic ring.

The second step, once the negative charge is distributed, the Chlorine leaves the molecule and form the new product. This step is fast.

In the picture, you have the mechanism and the two steps mentioned.

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