Question

How to convert 4-nitrotoulene to 2-bromobenzoic acid ?​

Answer 1

In the above conversion why doesn't bromine add to methyl group? Is the first reaction following free radical or polar reaction (Friedel-Crafts). If it's following free radical mechanism then Br should add to CH3, if it's F-C substitution then why there is no catalyst when NO2 is deactivating group?

What would be the change if I first do seconds step (i.e reduction to amine) and then bromination? Would it be wrong to do bromination at last?

Is the intermediate (2-bromo-4-nitrotoluene) the only major product of first step?

Answer 2

Answer:

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