pKas of Some Common Functional Groups: Ch 21 Carey pKa Acid Form Conjugate Base60 RH R-BH+B43 CH2=CHCH3CH2=CHCH2-41 PhCH3 PhCH2-36 RNH2,R2NH RNH-, R2N-36 NH3 NH2-26 RCCH RCC-24 RCH2CO2R' RCH=C(OR')O-19 CH3COMe CH2=C(Me)O-18 tBuOH tBuO-17 CH3CH=O CH2=CHO- iPrOH iPrO-16 EtOH EtO-15.7 H2O HO-15 RCONH2 RC(=NH)O-MeOH MeO-13 CH2(CO2Et)2EtOCOCH=C(OEt)O-11 AcCH2CO2Et MeCOCH=C(OEt)O-HOOHHOO-R2NH2+R2NH10 RSH RS-RNH3+RNH2 PhOH PhO-9 NH4+NH3HCN CN- Ac2CH2MeCOCH=C(Me)O-87 H2S HS-5 pyridine.H+ pyridine PhNH3+ PhNH2 RCO2H RCO2-4 ||3 |HF F-|2 ||1 |CF3CO2H CF3CO2--1 HNO3NO3- RC(NR'2)=OH+ RCONR'2-2 H3O+H2OROH2+ROH1-3 R2OH+ROR-5 H2SO4HSO4--6 R2C=OH+ R2C=O RC(OR')=OH+ RCO2R'-4 HCl Cl--6 HBr Br--10 HI
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