I am trying to figure out the complete reaction equation for the oxidation of a secondary alcohol, 2-butanol, with CrO3 (and H2SO4).
In this oxidation, the alcohol is turned into a ketone, not a carboxylic acid, correct?
Therefore, the simple synthesis setup would be:
CH3CH2CH(OH)CH3 + CrO3 + H2SO4 -> CH3CH2C(=O)CH3
Now for the redox reaction with the chromium ions:
(Please note that I am slightly rusty on balancing redox reactions, and I really don’t know if this is remotely valid.)
CrO3 -> Cr(+3)
CH3CH2CH(OH)CH3 -> CH3CH2C(=O)CH3 ??
3 e- + CrO3 + 6 H(+) -> Cr(+3) + 3H2O
CH3CH2CH(OH)CH3 -> CH3CH2C(=O)CH3 + H(+) + 1 e-
3 e- + CrO3 + 6 H(+) -> Cr(+3) + 3H2O
3*(CH3CH2CH(OH)CH3 -> CH3CH2C(=O)CH3 + H(+) + 1 e-)
3 e- + CrO3 + 6 H(+) -> Cr(+3) + 3H2O
3 CH3CH2CH(OH)CH3 -> 3 CH3CH2C(=O)CH3 + 3H(+) + 3 e-
CrO3 + 6 H(+) + 3 CH3CH2CH(OH)CH3 -> Cr(+3) + 3H2O + 3 CH3CH2C(=O)CH3 + 3H(+)
CrO3 + 3 H(+) + 3 CH3CH2CH(OH)CH3 -> Cr(+3) + 3H2O + 3 CH3CH2C(=O)CH3 ?
Thanks.