Aromaticity Practice Problems for Aromatic, Antiaromatic, Nonaromatic

Aromaticity is one of the more exciting topics in organic chemistry!
Partly because of it’s potential for 
easy points on your quiz/exam.. that is IF you truly understand, not merely memorize: when you know what to look for to identify aromatic, antiaromatic and non aromatic compounds.

Start with the Aromaticity Review + Videos, then see how much you’ve mastered with the Aromaticity Practice Questions below.

Scroll down for PDF Solutions

Part 1: Aromatic, Antiaromatic, Non Aromatic

Determine if each molecule below is Aromatic, Antiaromatic or Non Aromatic. Explain your reasoning.
Need help? Review the first 2 videos in the Aromaticity Tutorial series

aromatic antiaromatic nonaromatic practice questions

Part 2: Aromatic Electrons

Which lone pairs (if any) in each molecule are aromatic and part of the resonating system?
Hint: Review the last video in the Aromaticity Tutorial series

aromatic resonating electrons practice question

Part 3: Acidity and Basicity of Aromatic Compounds

Choose the most acidic/basic molecule or ion in each pair as specified below
Hint: When CARIO looks the same, compare the stability of the conjugates

aromatic acidity practice questions

Bonus Aromaticity Questions

Bonus Q1: Histidine pictured below is considered a basic amino acid due to WHICH nitrogen (blue or green) atom? Explain your answer

aromaticity of histidine practice question
Bonus Q2: Explain why [16]Annulene pictured below is considered Non Aromatic rather than Antiaromatic

annulene aromaticity practice question

How did you do?

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