Aromatic compounds generally undergo substitution reactions. Substitution of a h

Question

Aromatic compounds generally undergo substitution reactions. Substitution of a halogen, such as bromine, for a hydrogen atom in the benzene ring of methylbenzene occurs in the presence of a catalyst (FeBr3) and in the absence of ultraviolet light:

(Note that, without a catalyst and in the presence of light, the substitution will occur in the methyl group.)

Predict the aromatic product of the halogenation of methylbenzene with bromine.
Draw the molecule on the canvas by choosing buttons from the Tools (for bonds), Atoms, and Advanced Template toolbars. The single bond is active by default.

I am not sure if I am using the MarvinSketch correctly.

Explanation / Answer

CH3 is an electrondonating group. Electron donating groups are ortho and para directing. So, you can put the Br on carbons 2 or 4 of the benzene ring. The structure you drew is correct, but I think you may want to add in the solid line for the bonds rather than showing it as a resonance hybrid.

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