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Strong or weak nucleophile/base?
CH3CO2
Weak
Strong or weak nucleophile/base?
Br
Strong nucleophile
Strong or weak nucleophile/base?
-OH (like NaOH)
Strong nucleophile
Strong or weak nucleophile/base?
-RCO2H (carboxylic acid)
weak nucleophile
Strong or weak nucleophile/base?
-CN
strong nucleophile
Strong or weak nucleophile/base?
-H2O
weak nucleophile
Strong or weak nucleophile/base?
-ROH
weak nucleophile
Strong or weak nucleophile/base?
-KOtBu
bulky base
Strong or weak nucleophile/base?
-SH
strong nucleophile
Strong or weak nucleophile/base?
-NH2
strong nucleophile
Strong or weak nucleophile/base?
-RO-
strong nucleophile
Strong or weak nucleophile/base?
-NH3
strong nucleophile
Strong or weak nucleophile/base?
-F2
strong nucleophile
Strong or weak nucleophile/base?
-I2
strong nucleophile
Strong or weak nucleophile/base?
-Cl
strong nucleophile
Would weak nucleophiles favor substitution or elimination?
Sn1 / E1
Would strong nucleophiles favor substitution or elimination?
Sn2 / E2
Protic or Aprotic Solvent?
-H2O
Protic
Protic or Aprotic Solvent?
-DMSO
Aprotic
Protic or Aprotic Solvent?
Acetone
Aprotic
Protic or Aprotic Solvent?
-ROH (MeOH or EtOH)
Protic
Protic or Aprotic Solvent?
DMF
Aprotic
Protic or Aprotic Solvent?
CH3CN
Aprotic