30……. 1. Why does the reaction shift to the right? 2. Why is phenoxide ion stable?3. Why is phenol acidic (compare to water)?…….
31Resonance, Stability, Acid Strength 1. Resonance structures implies stability.2. Stable anion implies the following reaction will proceed to the right,3. Stable anion also implies that phenol is a stronger acid than water.
32Substituted PhenolWhich one is more acidic and why?
34Resonance, Stability, Acid Strength 1.has more resonance structures than,so it is more stable.2. Fifth structure shows that nitro is an electron-withdrawing group.3. Since 1 is true, that meansis more reactive than.4. Since 3 is true,is more acidic than.5. See page 663 for para position effect.
35Resonance, Stability, Acid Strength pKa9.9510.171. Phenol is more acidic than p-methylphenol.2. pKa indicates that CH3– is an electron-donating group.
36Arrange the order of acidity (from highest to lowest) of the following compounds and explain why.
37which enhances the aciditiy compare to phenol. The methoxy- of Answer Key4-nitrobenzylphenol(most acidic)phenol4-methoxylphenol(least acidic)Reason: The nitro- on 4-nitrobenzylphenol is an electron-withdrawing groupwhich enhances the aciditiy compare to phenol. The methoxy- of4-methoxylphenol is an electron-donating group, thus it is less acidic thanphenol.