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Halogenation
Use Cl2 and FeCl3 OR Br2 and FeBr3
Nitration
Use HNO3 (nitric acid) and H2SO4 (sulfuric acid) = for nitro group (NO2)
Amine (NH2)
Use Fe or Sn and HCl
Sulfonation (reversible)
Use SO3 and H2SO4 OR just H2SO4
De-sulfonate
H2SO4 and H20, heat OR H3O+ and reflux
Friedel-Crafts Alkylation of Benzene
R-Cl and AlCl3
Substitutes an alkyl group for a hydrogen of benzene
Friedel-Crafts Acylation
Acyl group and AlCl3
Clemmensen Reduction
Zn and HCl
C=O to CH2
Wolff-Kishner Reduction
H2NNH2, HO-, heat
C=O to CH2
Hydrogenation
H2, Pd/C
Gatterman-Koch Reaction
CO, HCl, high pressure
To add aldehyde
Dehydration
H2SO4 and heat OR H3O+ and heat
E2
Use KOtBu
SN1 and/or E1
Use H2O
SN2 and/or E2
Use NaOEt
SN2
Use PhS-
Jones Reagent
CrO3, H2SO4, H2O, acetone = strong
PCC (Pyridium chlorochromate)
Use PCC, CH2Cl2 = mild
Halogen/Base
Use Br2, NaHCO3, acetone = mild
Use Br2, NaHCO3, acetone, water = stronger