9. The carbonyl in acetophenone, below at left, is a withdrawing group. Draw its resonance structures (fill in π bonds and charges) to show which ring carbons are made more electrophilic (that is, electron-poor) by the withdrawing group. 8--8-8-8 10. The methoxy group in anisole, below at left, is a donating group. Draw its resonance structures (fill in π bonds and charges) to show which ring carbons are made more nucleophilic (that is, electron-rich) by the donating group. 8-8-8-8 11. Draw the first nitration product when acetophenone (above) is treated with nitric acid and sulfuric acid. Then, do the same with anisole (also above). Which reaction is faster?

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9. The carbonyl in acetophenone, below at left, is a withdrawing group. Draw its resonance
structures (fill in π bonds and charges) to show which ring carbons are made more electrophilic
(that is, electron-poor) by the withdrawing group.
8--8-8-8
10. The methoxy group in anisole, below at left, is a donating group. Draw its resonance
structures (fill in π bonds and charges) to show which ring carbons are made more nucleophilic
(that is, electron-rich) by the donating group.
8-8-8-8
11. Draw the first nitration product when acetophenone (above) is treated with nitric acid and
sulfuric acid. Then, do the same with anisole (also above). Which reaction is faster?
Transcribed Image Text:9. The carbonyl in acetophenone, below at left, is a withdrawing group. Draw its resonance structures (fill in π bonds and charges) to show which ring carbons are made more electrophilic (that is, electron-poor) by the withdrawing group. 8--8-8-8 10. The methoxy group in anisole, below at left, is a donating group. Draw its resonance structures (fill in π bonds and charges) to show which ring carbons are made more nucleophilic (that is, electron-rich) by the donating group. 8-8-8-8 11. Draw the first nitration product when acetophenone (above) is treated with nitric acid and sulfuric acid. Then, do the same with anisole (also above). Which reaction is faster?
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