Question

Match the p values with the appropriate reactions. Explain your reasoning. The p values are +3.8, +1.9, -1.1, -6.8 (a) bromination of substituted benzenes. (b) pKas of substituted anilinium ions (c) pKas of substituted pyridinium ions (d) acid-catalyzed hydrolysis of ethyl benzoates.

Answer 1

NI (a) bromination of substituted benzene Errex pottive change developed on the ring an ends . so sis a highly tore 1 = -6.8 (b) pkas of substituted and linium ion tive charge to neutral in -> x X 2 + H+ also enabled the ads and O conjugation. f = + 3.8 (e) pleas of substituted pyridinium ion. tre charge te heutral, but I x x ++) The lone past was not I Involved in conjugation so f = +1.9. d) aced - catalyzed hydrolysis of ethyl benzoates. N Hz @ 1 her give charge s is small tive I here, I rds. so is generated = -lol on the anche