Synthesis Reactions

Hydrohalogenation of Alkenes

Alkene + HX

Markovnikov

Hydrohalogenation of Alkenes leads to what Regiochemistry

Racemic Mixture

Hydrohalogenation of Alkenes leads to what Stereochemistry

Anti-Markovnikov Hydrohalogenation

Alkene + HBr and RO-OR

Acid-Catalyzed Hydration of Alkenes

Alkene + H2SO4 and H2O

Hydroboration-Oxidation of Alkenes

Alkene +
1)BH3*THF
2)H2O2 and NaOH(aq)

Anti-Markovnikov

Hydroboration-Oxidation of Alkenes leads to what Regiochemistry

Syn Addition

Hydroboration-Oxidation of Alkenes leads to what addition

Hydrogenation of Alkenes

Alkene + H2 and cat. Pt

Syn Addition

Hydrogenation of Alkenes leads to what addition

Halogenation of Alkenes

Alkene + X2

Anti addition + Enantiomers

Halogenation of Alkenes leads to what addition

Hydroxyhalogenation of Alkenes

Alkene + X2 and H2O

Anti Addition + Enantiomers

Hydroxyhalogenation leads to what addition

Dihydroxylation of Alkenes (syn)

Alkene + cat. OsO4 and H2O, NMO

Syn Addition

Dihydroxylation of Alkenes with OsO4 leads to what addition

Epoxidation of Alkenes

Alkene + mCPBA

Syn Addition

Epoxidation of Alkenes leads to what addition

Dihydroxylation of Alkenes (anti)

Alkene + -OH, H2O

Anti Addition + Enantiomer

Dihydroxylation of Alkenes with -OH leads to what addition

Ozonolysis of Alkenes

Alkene +
1) O3
2) DMS or Zn/H2O

Preparation of Alkynes by Elimination

Alkene/Haloalkane + NaNH2

Preparation of Alkynes by Sn2

less substituted alkyne + NaNH2 and alkyl halide

Hydrogenation of Alkynes to form Alkanes

Alkyne + H2, Pt

Hydrogenation of Alkynes to form Alkenes

H2, Lindlar’s cat.

Reduction of Alkynes

Alkyne + NaNH3(l)

Halogenation of Alkynes

Alkyne + X2

Hydrohalogenaation of Alkynes

Alkyne + HX

Ozonolysis of Alkynes

Alkyne +
1) O3
2) H2O

Halogenation of Methane in radical reactions

Alkane + X2 and UV

Anti-Markovnikov HBr addition

Alkene + HBr and RO-OR