📋 Formulario

Complete Theory

Worked Examples

Example 1Nitration of Toluene
Example 2Aromaticity Check with Hückel's Rule

Exercises with Solutions

Exercise 1Structure of benzeneMedium
📋 Problem to solve
Explain why benzene has all C—C bonds of equal length (139.7 pm) despite the Kekulé formula showing alternating single and double bonds.
📌 Given data
Benzene: C₆H₆C—C bond length: 154 pm (single), 134 pm (double)
Exercise 2SEAr orientationHard
📋 Problem to solve
Predict the main product of the nitration of benzoic acid (C₆H₅—COOH).
📌 Given data
Benzoic acid: benzene with —COOH group (carboxyl)
Exercise 3Friedel-CraftsHard
📋 Problem to solve
What product is obtained from the Friedel-Crafts alkylation of benzene with 2-chloropropane in the presence of AlCl₃? Why?
📌 Given data
Benzene + CH₃CHClCH₃ (2-chloropropane) + AlCl₃
Exercise 4Orientation-guided synthesisVery Hard
📋 Problem to solve
Design the synthesis of p-bromoacetanilide starting from benzene.
📌 Given data
Target: p-bromoacetanilide (Br—C₆H₄—NHCOCH₃) starting from benzene