pKa of Common Organic Compounds
|
Common Name |
Formula |
pKa |
||
|
trifluoromethanesulfonic acid |
CF3SO3H |
ca. -13 |
||
|
benzenesulfonic acid |
C6H5SO3H |
ca. -2.5 |
||
|
methanesulfonic acid |
CH3SO3H |
ca. -2.0 |
||
|
trifluoroacetic acid |
CF3CO2H |
0 |
||
|
picric acid |
|
0.3 |
||
|
squaric acid |
|
1.5 |
||
|
3.5 |
||||
|
trichloroacetic acid |
CCl3CO2H |
0.77 |
||
|
oxalic acid |
(CO2H)2 |
1.2 |
||
|
4.2 |
||||
|
dichloroacetic acid |
CHCl2CO2H |
1.25 |
||
|
fluoroacetic acid |
FCH2CO2H |
2.6 |
||
|
chloroacetic acid |
ClCH2CO2H |
2.87 |
||
|
citric acid |
C(OH)(CH2CO2H)2CO2H |
3.13 |
||
|
4.76 |
||||
|
6.40 |
||||
|
formic acid |
|
3.75 |
||
|
ascorbic acid |
|
4.17 |
||
|
11.6 |
||||
|
benzoic acid |
C6H5CO2H |
4.2 |
||
|
acetic acid |
CH3CO2H |
4.75 |
||
|
thiophenol |
|
6.6 |
||
|
tropolone |
|
6.7 |
||
|
p-nitrophenol |
O2NC6H4OH |
7.2 |
||
|
peracetic acid |
CH3COO2H |
8.2 |
||
|
succinimide |
(CH2CO)2NH |
9.6 |
||
|
Phenol |
C6H5OH |
10 |
||
|
chloral hydrate |
CCl3CH(OH)2 |
10 |
||
|
benzenesulfonamide |
|
10.1 |
||
|
ethanethiol |
C2H5SH |
10.6 |
||
|
acetoxime |
(CH3)2C=NOH |
12.2 |
||
|
2,2,2-trifluoroethanol |
CF3CH2OH |
12.4 |
||
|
imidazole |
C3H3N2H |
14.5 |
||
|
pyrrole |
C4H4NH |
15 |
||
|
ethanol |
C2H5OH |
16 |
||
|
1°-amides |
RCONH2 |
17 |
||
|
p-nitroaniline |
O2NC6H4NH2 |
18.5 |
||
|
t-butanol |
(CH3)3COH |
19 |
||
|
aniline |
C6H5NH2 |
27 |
||
|
1,1,1,3,3,3,-hexamethyldisilazane |
[(CH3)3Si]2NH |
30 |
||
|
pyrrolidine |
C4H8NH |
32 |
||
|
diisopropylamine |
|
35.7 |
||
|
tetramethylpiperidine |
|
37 |
||
PKa of Carbon Acids
|
|
||||||
|
Common Name |
Formula |
pKa |
||||
|
tricyanomethane |
CH(CN)3 |
-5 |
||||
|
dinitromethane |
|
3.6 |
||||
|
5,5-dimethyl-1,3-cyclohexadione |
|
4.8 |
||||
|
malonaldehyde |
CH2(CHO)2 |
5 |
||||
|
Meldrum's acid |
|
5.1 |
||||
|
2,4-pentanedione |
CH2(COCH3)2 |
8.9 |
||||
|
hydrocyanic acid |
HCN |
9.2 |
||||
|
nitromethane |
CH3NO2 |
10.2 |
||||
|
malononitrile |
CH2(CN)2 |
11 |
||||
|
ethyl acetoacetate |
CH3COCH2CO2C2H5 |
11 |
||||
|
tris(trifluoromethyl)methane |
(CF3)3CH |
11 |
||||
|
bis(methylsulfonyl)methane |
CH2(SO2CH3)2 |
12.7 |
||||
|
diethyl malonate |
CH2(CO2C2H5)2 |
13.5 |
||||
|
bromoform |
Br3CH |
13.7 |
||||
|
chloroform |
Cl3CH |
15,5 |
||||
|
cyclopentadiene |
|
16 |
||||
|
aldehydes |
RCH2CHO |
17 |
||||
|
cyclohexanone |
|
17 |
||||
|
phenylacetylene |
|
19 |
||||
|
indene |
|
20 |
||||
|
methyl ketones |
RCOCH3 |
20 |
||||
|
methylsulfones |
RSO2CH3 |
25 |
||||
|
alkyl esters |
RCH2CO2C2H5 |
25 |
||||
|
nitriles |
RCH2CN |
25 |
||||
|
acetylene |
HC≡CH |
25 |
||||
|
fluroform |
F3CH |
28 |
||||
|
methylsulfoxides |
RSOCH3 |
30 |
||||
|
1,3-dithiane |
(CH2)3S2CH2 |
31 |
||||
|
triphenylmethane |
(C6H5)3CH |
31.5 |
||||
|
diphenylmethane |
(C6H5)2CH2 |
33.5 |
||||
|
toluene |
C6H5CH3 |
40 |
||||
|
benzene |
C6H6 |
43 |
||||
|
ethene |
C2H4 |
44 |
||||
|
cyclopropane |
C3H6 |
46 |
||||
|
ethane |
C2H6 |
48 |
||||
