Synthesis reactions, reagents and products.

It is a 2 step process that proceeds in antimarchovikov manner and is used to create alcohols in alkenes and aldehydes and ketones in alkynes.

1. NaNH2(l) -78 celsius 2. R-Br

1. 1 mol HBr 2. 1 mol H2O2

H2O and H2SO4

R-OH and H2SO4

1 mol of HCl or HBr

Terminal alkynes become aldehydes and internal alkynes become ketones.

1. BH3 2. H2O2, NaOH, H2O

Br2 or Cl2

H2 and Pd/C

Tautoumerization

The OH groups has its H migrate and becomes a ketone. From enol to keto form.

Hydroboration occurs in an anti-marchovikov manner

Using either Lindlers catalyst or NaNH3(l) -78 celsius.

An excess of H2 and Pd/C

Using an excess of HX

Internal alkynes can be trans or cis.

Lindlers catalyst

H2O and H2SO4

1. BH3 2. NaOH, H2O2

1. O3 -78 celsius 2. H2O

1 mol of Br2 or Cl2

Br2 and H2O

Perracid

1. O3 -78 celsius 2.(CH3)2 S

2 mol of HBr or HCl

NaNH3(l) -78 celsius

Creates a ketone due to tautoumerization.

2 mol of Br2 or Cl2

It deprotonates the alkyne or takes away a proton.

1. O3 -78 celsius 2. H2O2

HCl or Hbr