<--- The photos were done using potassium dichromate in earlier times when the high cancinogen potential was not yet known.
Now the use of potassium dichromate for chemistry experiments is forbidden.
So potassium dichromate has to be replaced by potassium permanganate.


org13
Oxidation of primary, secondary and tertiary butanoles


* Sulfuric acid is very corrosive, *Experiemnt for a chemistry teacher. * Use a tray.  * Do not forget your goggles!
During oxidation of ethanol (methylated spirit) with acidic potassium permanganate solution each ethanol molecule splitted off two H-atoms resulting in the formation of  ethanal. In the following experiment you will take primary, secondary and tertiary butanol to learn about isomerism.
Material
Dropper bottles with  primary, secondary, tertiary butanole, concentrated sulfuric acid, diluted potassium permanganate solution, three small ampoulles.

Experiment
1. Mix one drop of each of the butanol samples with 3 drops of the potassium permanganate solution.
2. Add 1 drop of concentrated sulfuric acid to each of the samples and mix.
Observation
The pink colour of permanganate only disappears in the samples of primary and secondary butanol.
Explanation
Molecules of primary and secondary alcohols are electron donors in direct redox reactions, permanganate ions are electron acceptors. The blueish colour indicates chromium ions (
Cr3+(aq)).

Primary butanol (aldehyde is formed) :
5 CH3(CH2)2CH2OH(l) + 2 MnO4-(aq) + 6 H+(aq) ---> 5 CH3(CH2)2CHO(l) + 2Mn2+(aq) + 8 H20(l)
Secondary butanol (ketone is formed):
5 CH3CH2CHOHCH3(l) + 2 MnO4-(aq) + 6 H+(aq) ---> 3 CH3CH2COCH3(l)+ 2Mn2+(aq) + 8 H20(l)
Tertiary butanol (no oxidation):
5 (CH)3COH(l) + 2 MnO4-(aq) + 6 H+(aq) --->|| no reaction, no H atoms at C with OH-group

back....... go on....................first publification: 23.10.2001 .........................................last modification: 20.01.2012