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HF
~3
HCl
-7
HBr
-9
HI
-10
NH3
35
H2O
15-16
H3C-CH3 (sp3)
~50
H2C=CH2 (sp2)
45
HC≡CH (sp)
25
ethanol (C2H6O)
16
acetic acid (CH3COOH) / carboxylic acid
5
R-OH
16-18
R3N+H
10
N with aromatic Ph
5
NH4+
9-10
H2SO4
-3, 2 (after deprotonation)
H2PO4
2, 7, 12 (after each deprotonation)
HNO3
-1
HNO2
3
H2CrO4
-1, 6.5 (after deprotonation)
MeOH
15-16
t-BuOH
17
simple ketone
20
aldehyde
17
ester
25
COCH3
9
carboxylic acids
~5
H3O+
-2
H2S
7
benzene
43
phenol (benzene + OH)
10
aniline (Ph + NH2)
30
anilinium ion
4
primary alcohol
15-16
phenyl acetate (Ph + COOH)
4
tertiary alcohol
17
H2
36
pyridine (Ph with N in ring)
5
triethylamine
11
NH3+
20
alpha H
20
neutral amine (sp3)
35-38