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pKa of alkane
50
lower pKa is __ acidic
pKa of alkene
45
pKa of allylic
40
pKa of amine (NH w two R)
35
R groups cannot be
carbonyls (c double bond to o)
pKa of alkyne
25

pKa of alpha to an ester (COOR)
25

pKa of alpha to a ketone / aldehyde
20
in 3B alpha is
atom one bond away from a functional group
pKa of alcohols (OH-R)
15
pKa of phenol
10
pKa of ammonium (HN+ with 3 R)
10
pKa of alpha to 2 carbonyls
10
pKa of carboxylic acid (COOH)
5
pKa of Trifluoro Acetic Acid (TFA)
0

pKa of oxonium
0

What has a pKa of less than 0
H-X H-OSO3H H-ONO2 H-OTs