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Typically Nu Only
0 < pKa < 16
X- , N3- , C(triple bond)N- , Ph-O- , R-SH , R-S- , NR2H- , R-ester-
X = Cl , Br , I (NOT F)
Primary —> SN2
Secondary —> SN2
Tertiary—> SN1
SN1
Tertiary
Base Only
pKa > 16
H- , NR2-
First Acid/Base —> E2
Weak Nu / Weak Base
pKa < 0
R-OH
Resonance / Hint —> SN1 / E1
Strong Nu / Strong Base
pKa ~ 16
H-O- , R-O- , CH3(CH2)2-O-
Primary —> SN2
Secondary —> E2
Tertiary—> E2
E1
Tertiary
SN2
Methyl > Primary
E1
Tertiary