thunderfvck
Jan30-04, 12:56 PM
Hi.
Okay, first of all, can an alcohol be oxidized by permanganate?...of course it can...
In the case of an alkene the permanganate forms a cyclic intermediate where the double bond once was. The oxygens break off (from the permanganate) and are protonated by an acid or H2O if no acid was added. This forms a diol and MnO2. MnO2, how I loathe you. It also appears in the oxidation of alcohols. But there is no cyclic intermediate formed because there is no diol produced. So I read that the O in the alcohol attacks the Mn in MnO4-, one of the O's in MnO4 is protonated by the H in the OH group (proton transfer)...anyway, look here for a better understanding:
http://www.dartmouth.edu/~chem52/handouts/OxidHand.htm
Everything is nice and dandy until we get to the bottom of that page where it's mentioned how manganate reacts with water to form MnO2, MnO4-, and OH. My question is HOW DOES THIS OCCUR? It was simple with the alkene because the O's just broke off and MnO2 was formed. But I don't see how all of this happens with just water. Help.
Thanks.
Okay, first of all, can an alcohol be oxidized by permanganate?...of course it can...
In the case of an alkene the permanganate forms a cyclic intermediate where the double bond once was. The oxygens break off (from the permanganate) and are protonated by an acid or H2O if no acid was added. This forms a diol and MnO2. MnO2, how I loathe you. It also appears in the oxidation of alcohols. But there is no cyclic intermediate formed because there is no diol produced. So I read that the O in the alcohol attacks the Mn in MnO4-, one of the O's in MnO4 is protonated by the H in the OH group (proton transfer)...anyway, look here for a better understanding:
http://www.dartmouth.edu/~chem52/handouts/OxidHand.htm
Everything is nice and dandy until we get to the bottom of that page where it's mentioned how manganate reacts with water to form MnO2, MnO4-, and OH. My question is HOW DOES THIS OCCUR? It was simple with the alkene because the O's just broke off and MnO2 was formed. But I don't see how all of this happens with just water. Help.
Thanks.