MolSynapsequestion bank

MolSynapse / Question bank / Hydrocarbons / Aromatic hydrocarbons: benzene reactions and side chain reactions

JEE Main levelOne or more correct optionsDifficulty 2 of 3hc155

Which of the following compounds do NOT undergo Friedel-Crafts alkylation (with $CH X_{3} Cl$ / anhydrous $AlCl X_{3}$ ) under the usual conditions?

Aaniline
Btoluene
Cchlorobenzene
Dnitrobenzene

Answer: A, D

A strongly deactivated ring (nitrobenzene) is too electron poor. In aniline the

- NH X_{2}

group coordinates to

AlCl X_{3}

, creating a strongly deactivating ammonium-like group. Toluene (activated) and chlorobenzene (only mildly deactivated) do react.

Practice Hydrocarbons More on Aromatic hydrocarbons: benzene reactions and side chain reactions

Previous questionNext question

More questions on Aromatic hydrocarbons: benzene reactions and side chain reactions

Benzene is treated with 1-chloropropane and anhydrous AlCl3. The major product is JEE Main level
Which of the following species is aromatic? JEE Main level
Which is the correct order of reactivity towards electrophilic nitration? JEE Main level
Which of the following are oxidised to benzoic acid by hot alkaline KMnO4 (followed by acidification)? JEE Main level
Which sequence is the best route to m-nitrobenzoic acid from benzene? JEE Advanced level
Ethylbenzene is treated with Cl2 in sunlight (1 mol, monochlorination at the side chain, major product), then with alcoholic KOH, and the re... JEE Advanced level