Oxidation of OrganoBorane

Slide 17 of 45

Notes:

Net Reaction

(CH3-CH2-CH2)3-B + H2O2/OH- ----> 3CH3-CH2-CH2-OH +

BO3 -

Reaction Mechanism

1. H2O2 + OH- ---> H-O-O - + H2O

2. (CH3-CH2-CH2)3-B + H-O-O - --> (CH3-CH2-CH2)3-B -O-O-H

3. (CH3-CH2-CH2)3-B -O-O-H ----->

(CH3-CH2-CH2)2-B -O- CH2-CH2-CH3 + OH -

4. Repeat Steps 2,3 twice more

5. (CH3-CH2-CH2-O)3-B + 3 OH - ----> 3CH3-CH2-CH2-O-H +

BO3 -