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Mahesh Somasundaram

Why is the Friedel-Crafts alkylation of nitrobenzene disfavoured?

Suggest a synthetic route to m-nitrotoluene, starting from benzene.

The conversion can be achieved in two ways:

$\hspace{10 mm}$Route 1

or:

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However, the first route is not possible as the Friedel-Crafts reaction does not yield a meta-substituted product. Why is that so?