pKa values Flashcards
Hydriodic Acid (HI => I-)
-10
Hydrobromic Acid (HBr => Br-)
-9
Protonated Ketone
-7.3
Hydrochloric Acid (HCl => Cl-)
-7
Protonated Ether
-3.6
Sulfuric Acid (H2SO4 => HSO4-)
-3
Carbocations
-3
Protonated Alcohol
-2.4
Hydronium Ion (H3O + => H2O)
-1.7
Nitric Acid (HNO3 => NO3 -)
-1.3
Tosic Acid (TsOH => TsO-)
-0.6
Hydrofluoric Acid (HF => F-)
3.2
Hydrogen Nitride (Hydrazoic Acid) (HN3 => N3-)
4.7
Carboxylic Acid (RCOOH => RCOO-)
4.8
1,3-dialdehyde
5
Protonated Pyridine
5.2
Carbonic Acid (H2CO3 => HCO3- (bicarbonate))
6.4
Hydrogen Sulfide (H2S => HS-)
7
1,3-diketone
9
Hydrogen Cyanide (HCN => CN-)
9.1
Ammonium Ions (NH4+ => NH3)
9.2
Phenol (PhOH => PhO-)
10
Nitromethane
10
Bicarbonate (HCO3- => CO3(2-))
10.3
Thiols (RSH => RS-)
10.5
Protonated Amines (RNH3+ => RNH2)
10.6
Hydrogen Peroxide (HOOH => HOO-)
11.6
1,2-diester
12
Cyclopentadiene
15
Amides (RCONH2 => RCONH-)
15
Water (H2O => OH-)
15.7
Primary Alcohols (ROH => RO-)
15.9
Tertiary Alcohols (R1R2R3COH => R1R2R3CO-)
18
Ketones
20
Alkynes
24
Esters
25
Hydrogen (H2 <= H- [1 way only])
35
Ammonia/Amines (RNH2 => RNH-)
33-36
Allylic Proton
43
Alkene
44
Benzene
ca. 43
Alkanes (RH <= RMgBr [1 way only])
48-60