Use a table of _pK_a values, such as Table 3.1, to estimate pKa values for any potentially acidic hydrogens in each of the species you listed in part 1 (or for the conjugate acid).

Table 3.1

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TABLE 3.1 RELATIVE STRENGTH OF SELECTED ACIDS AND THEIR CONJUGATE BASES Conjugate Base Acid Approximate pk, Strongest acid <-12 -10 SbF. Weakest base HI HSO, -9 HSO, HBr -9 Br HCI -7 CH;SO,H -6.5 (CHabÓH (CHC=OH (CHJÓH2 H30 HNO, -3.8 (CHakO -29 (CHahC=0 -2.5 CH;OH -1.74 -14 0,18 NO CF3CO, CF,CO,H HF 3.2 4.21 CH,CO, CH;NH2 4.63 CH,NH CH,CO,H 4.75 CH,C0, H;CO, 6.35 HCO, CH,COCH,COCH, 9.0 9.2 CH;COCHCOCH, NH3 NH CH,OH 9.9 HCO, CH;NH3 H20 10.2 10.6 co CH,NH2 15.7 16 но CH,CH,OH CH3CH2O (CHaCOH 18 (CHakc0 CH,COCH, 19.2 CH,COCH, HC=CH 25 HC=C CH;NH, H2 31 COHSNH 35 36 (1-Pr),NH NH3 (1-Pr),N 38 NH2 CH=CH CH=CH 44 Weakest acid Strongest base CH,CH3 50 CH,CH2 Increasing acid strength Increasing base streng th