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SN1/ E1 favors
Protic solvents
SN2/ E2 favors
Aprotic solvents
Two-step process
SN1/ E1
One-step process
SN2/ E2
Acetone
SN2
High temp
E1
DMF
SN2
Low temp
SN1
Aprotic solvents
DMF, DMSO, I-, CN-, RS-
Protic solvents
H2O, CH3OH, MeOH, CH3CH2OH, EtOH
CH3 + Strong nuc
SN2 (no elimination)
3Ā° + Weak nuc/ weak base
SN1/E1
3Ā° + Strong nuc/ weak base
SN1
3Ā° + Strong base
E2
2Ā° + Weak base/ weak nuc
SN1/ E1
2Ā° + Strong nuc/ weak base
SN2
2Ā° + Strong nuc/ Strong base
E2 (major) SN2 (minor)
2Ā° + Strong bulky base
E2
1Ā° + Strong nuc/ weak base
SN2
1Ā° + strong nuc/ strong base
SN2 (major) E2 (minor)
1Ā° + Strong bulky base
E2
Strong bulky base
t-buO-, Et3N, DBN, DBU
Strong nuc/ weak base
CN-, N3-, Cl-, Br-, I-. RS-, HS-, RSH, H2S, RNH2, R3P
Weak nuc/ weak base
H2O, ROH, RCOOH
Strong base/ Strong nuc
RO-, OH-