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HX (HCl, HBr, HI) + Alkene
Adds H + X → alkyl halide
Br₂ or Cl₂ + Alkene
Adds X + X → dihalide
H₂SO₄ / H₂O + Alkene
Adds H + OH → alcohol
1) Hg(OAc)₂, H₂O 2) NaBH₄
Adds H + OH → alcohol
1) BH₃·THF 2) H₂O₂, NaOH
Adds BH2 to a side, → H + OH → alcohol
Dihydroxylation (OsO₄)
Adds OH + OH → syn diol
1) mCPBA 2) NaOH/H₂O
Forms epoxide → opens → anti-diol
:CH₂ (carbene, ChCl3) + Alkene
cyclopropane w/ chlorines
CH₂N₂ + hv (or heat)
cyclopropane w/ hydrogens
Simmons Smith CH₂I₂ + Zn(Cu)
cyclopropane w/ hydrogens