By: Chris Frankmore
Due Date: February 15, 2011
Resonance Benzenesulfonic Acid
Benzoic Acid Benzyl Alcohol Benzylamine P-Cresol P-Toluidine Acid/Base | Structure | pH | Why It is a strong/weak acid/base | Benzenesulfonic Acid | | 1 | This is a strong acid because it has a pH of 1. Another reason why this is a strong acid is that its conjugate base has strong resonance stabilization. | Benzoic Acid | | 3 | This is a strong acid because it has a pH of 3. Another reason is that benzoic acid has a conjugate base with strong resonance stabilization. Benzenesulfonic acid has more resonance stabilization and this is why it is a stronger acid than benzoic acid. | Benzyl Alcohol | | 6 | Benzyl Alcohol is neutral. We know this because benzyl has a pH of 6. This is neutral because in 50% ethanol, a neutral solution does not have a pH of 7. Also Benzyl Alcohol’s conjugate base has little resonance stabilization. This indicates that it is weak. | Benzylamine | | 10 | Benzylamine is a weak base. This is true because it has a pH of 10. Another clue is that its conjugate acid has little resonance stabilization. | P-Cresol | | 6 | P-Cresol is a neutral compound. This is true because it has a pH of 6. Also, its conjugate base has little resonance stabilization. This indicates that it is weak. | P-Toluidine | | 7 | P-Toluidine is a weak base. This is true because it has a pH of 7. This is also true because p-toluidine’s conjugate acid has little resonance stabilization.