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Hydrogen Halide Addition
Electrophile: H+
Nucleophile: Halide ion
Addition Type: Syn and Anti
If cold, 1-2 addition, if hot, 1-4.
Acid-catalyzed addition of water and alcohols
Electrophile: H+
Nucleophile: Alcohol
Addition Type: Syn and anti
Hydroboration-Oxidation
Electrophile: BH3
Nucleophile: H-
B Subsequently replaced by OH group
Addition Type: Syn and anti
Halogen Addition
Electrophile: Br+ or Cl+
Nucleophile: Br- or Cl- or H2O
Addition Type: Anti
Peroxyacid Addition
Electrophile: O
Nucleophile: the same O
Addition Type: Syn
Ozonolysis
Electrophile: O
Nucleophile: another O
Hydrogen Addition
Addition Type: Syn