Reactions of Pi Systems Flashcards
(27 cards)
Oxidation at the benzylic position (substituted benzene to acetate)
KMnO4 / H2O, heat
Sulfonation of benzene
SO3 / H2SO4
Friedel-Crafts Acylation
Acid chloride or anhydride / AlCl3
Aniline to halogenated benzene (Sandmeyer)
- NaNO2, HCl / 2. CuX
Chlorobenzene to aniline
- KNH2, NH3 / 2. H3O+
Cope rearrangement
heat
1,3-butadiene to 1,2-adduct + 1,4 adduct (dibromination)
Br2
Clemmensen reduction
Zn(Hg), HCl, heat
Oxidation at the benzylic position (substituted benzene to carboxylic acid)
Na2Cr2O7 / H2SO4, H2O
Diels-Alder (cyclohexene formation)
Diene + dienophile
1,3-butadiene to 1,4-adduct (monobromination)
HBr, 40°C
Nitration of benzene
HNO3 / H2SO4
Wolff-Kishner reduction
1) H2NNH2 / 2) KOH, H2O, heat
Aniline to phenol
- NaNO2, H3O+, 0°C / 2. H2O, heat
Birch Reduction
Na° NH3 / MeOH
Chlorobenzene to phenol
- NaOH, 350°C / 2. H3O+
Full reduction of benzene
H2, Ni / 100 atm, 150°C
Nitro group to amine group (on a benzene)
H2 / Pt | 1) Zn, HCl / 2) NaOH
1-Bromo-4-nitrobenzene to para-nitrophenol
- NaOH, heat / 2. H3O+
1,3-butadiene to 1,2-adduct (monobromination)
HBr, -80°C
Desulfonation of benzene
Dilute H2SO4
Aniline to benzonitrile (Sandmeyer)
- NaNO2, HCl / 2. CuCN
Claisen rearrangement
heat
Aniline to fluorobenzene (Sandmeyer)
- NaNO2, HCl / 2. HBF4
