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alkane
alkene
alkyne
nitrile
ether
epoxide
thiol
phenol
carboxylic acid
ester
amide
aldehyde
ketone
primary alkyl halide
secondary alkyl halide
tertiary alkyl halide
primary alcohol
secondary alcohol
tertiary alcohol
primary amine
secondary amine
tertiary amine
pyridine
benzene/arene
methane
CH4 (C1)
ethane
CH3CH3 (C2)
propane
CH3CH2CH3 (C3)
butane
CH3(CH2)2CH3 (C4)
pentane
CH3(CH2)3CH3 (C5)
hexane
CH3(CH2)4CH3 (C6)
heptane
CH3(CH2)5CH3 (C7)
octane
CH3(CH2)6CH3 (C8)
nonane
CH3(CH2)7CH3 (C9)
decane
CH3(CH2)8CH3 (C10)
isopropyl
tert-butyl
isobutyl
sec-butyl
cyclopropane
cyclobutane
cyclopentane
cyclohexane
cycloheptane
cyclooctane
HCl pKa
-7
H3O+ pKa
0
carboxylic acid pKa
5
NH4+ pKa
9
phenol pKa
10
thiol pKa
11
pKa
11
H2O pKa
14
alcohol pKa
17
alkyne pKa
26
NH3 pKa
36
methane pKa
60
protonated alcohol pKa
less than 0 (-2.5)
protonated carboxylic acid pKa
less than 0 (-7)