Homework assignment on Acid and Base Ling-Kang LU December 15, 2015 Due 1 week Qtiledl tale iilbrall purl bonfle 1. The salicylic acid shows acid constants of 102 (A) and 1038, as obtained from titration experiments. The salicylic acid exhibits an ESIPT property (B), in that upon continuous hv irradiation the proton stays as the carboxylic proton instead of as the hydroxyl proton. Please explain why the carboxylic site of salicylic acid is more basic than the hydroxyl site in the presence oftradiation. excled shale tere / Ke 9S Son pm Tradl of sale: acted Aq Faltes tt-from Pre ground Ore jw ON She See Bit me 0 "eat coo y basic To the eXcilecd Sfale Qt - Ca} 18 mete. basic = pram Sleys trove On he carboey| gy afr bm Si 2. The excitation and emission spectra of salicylic acid shown in (C) indicates a large Stock shifts. How large is the (estimated) Stock shift here? Cc seek ok #4 Rupresconce intenaity (au) i3. An experiment has been carried out under continuous hv irradiation where the emitted fluorescence light was monitored at varying buffer solutions (D). What shall be the results if a compound isomeric to salicylic acid but without an ESIPT property proceeds with a similar experiment? (Hint: the speciation and the pH) wf Olen H = pKe=/% 700 un The Dw pH curve 600 would he. less contthygus (nef 4 maith wurve) 500. and wou able resemble a. pd) aypriti actel Thaler ‘oe major 8 8 emission at 405 nm (a.u,) n 8 3 yw ° no of a4 of o4 ~ pH