What happens when primary secondary and tertiary alcohols are oxidized separately by using acidified kmn o4?

1 Answer
Oct 5, 2017

Well, usually you cannot oxidize a tertiary alcohol.....

Explanation:

But we use acidified #KMnO_4#, a POTENT oxidant.....whose reduction reaction is given......

#underbrace(MnO_4^(-))_"deep purple" +8H^+ + 5e^(-) rarrMn^(2+) + 4H_2O# #(1)#

And primary alcohols are USUALLY oxidized straight up to the carboxylic acid....for instance...#C(-I)rarrC(+III)#:

#RCH_2OH(aq) +H_2O(l) rarr RCO_2H(aq) +4H^(+) + 4e^(-)# #(2)#

And we add the individual redox reactions in the usual way to eliminate the electrons....

#4xx(1) + 5xx(2):#

#5RCH_2OH(aq) +5H_2O(l) +4MnO_4^(-) +32H^+ + 20e^(-) rarr 4Mn^(2+) + 16H_2O+5RCO_2H(aq) +20H^(+) + 20e^(-)#

To give finally.....

#5RCH_2OH(aq) +4MnO_4^(-) +12H^+ rarr 4Mn^(2+) + 11H_2O+5RCO_2H(aq) #

The which (I think) is balanced with respect to mass and charge....And we see the strongly coloured permanganate ion dissipate to give pale, colourless #Mn^(2+)#....

Now of course secondary alcohols are oxidized up to the ketone, a 2-electron oxidation....

#RCH(OH)R rarr RC(=O)R+2H^+ +2e^(-)# #(3)#

I will let you try to balance the reduction with permanganate ion.....

Tertiary alcohols should be reasonably inert to oxidation.....