ANSWER. Show all your work. (15 pts) Certain cyclic compounds exhibit enhanced acidity relative to acyclic models. Offer

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Answer Show All Your Work 15 Pts Certain Cyclic Compounds Exhibit Enhanced Acidity Relative To Acyclic Models Offer 1 (133.01 KiB) Viewed 21 times

ANSWER. Show all your work. (15 pts) Certain cyclic compounds exhibit enhanced acidity relative to acyclic models. Offer an explanation for the examples given below. (a) versus PACH2CCH3 O pK=12.2 (H2O) pk = 15.9 (b) versus PhCH CNPh CH3 CH3 pk = 18.5 (DMSO) pk = 24.6 (c) BORDO versus CH3CCH_CCH pK= 10.3 (DMSO) PK=13.3 (12 pts) The hydrates of aldehydes and ketones are considerably more acidic than alcohols (pK 16–19). Som values are shown below. How do you account for this enhanced acidity? Explain the relative order of acidity for the compounds in the list. Hydrate PK CH,(OH)2 CH,CH(OH)2 CI,CCH(OH)2 PhC(CF3)(OH)2 3-NO,PhC(CF3)(OH)2 13.3 13.6 10.0 10.0 9.2