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Alkane → Alkyl Halide
Br2,hv

Alkene → Alkane
H2
→
Pt, Pd, or Ni

Alkene → Alkyl Halide
HX or
HBr, ROOR

Alkyl Halide → Alkene
NaOMe or
t BuOK

Alkyl Halide → Alcohol
NaOH (SN2) or
H2O (SN1)

Alcohol → Alkyl Halide
HX or
SOCl2/py or
PBr3 or
1.TsCl/py, 2.NaX

Alcohol → Alkene
conc. H2SO4, heat or
1.TsCl/pyr 2.NaOMe

Alkene → Alcohol
H3O+ or
1.BH3*THF 2.H2O2,NaOH or
1.Hg(OAc)2 2. NaBH4,NaOH

Alcohol → Ketone/Aldehyde
H2CrO4 or
PCC or
DMP or
Swern

Ketone/Aldehyde → Alcohol
1.LiAlH4 2.H2O or
NaBH4, MeOH

Alkene → Alkyne
1.Br2
2.xs NaNH2
3.H2O

Alkyne → Alkene
H2, Lindlar’s catalyst or
Na, NH3

Alkyne → Ketone/Aldehyde
H2SO4, H2O, HgSO4 or
1.R2BH 2.H2O2, NaOH