Strong oxidation of leaf alcohol

[anthropos]

By using hot acidified potassium manganate (VII), is one of the products of the strong oxidation of hex-3-en-1-ol (leaf alcohol) this compound?

 

Is it a diol or acid or both? What is the IUPAC name?

[John Cuthber]

It's 3 hydroxy propanoic acid, but I also think it's the wrong answer. What do you know about alcohols and permanganate?

[Margel]

KMnO4 can cleave the double bond so 3-hydroxypropanoic acid (IUPAC name) is one of the possible products. KMnO4 is a very strong oxidizing agent and this is why chemists usually used milder oxidizing agents such as Jones reagent, PCC, PDC etc. .

 

3-hexenoic acid is the major product if the oxidant will not cleave the double bond.

 

The structure you have drawn is a carboxylic acid. No, it is not a diol.

[UC]

The thing about permanganate is that is cleaves double bonds and completely oxidizes any functional groups that it can. You have the wrong reaction product there.

 

As was already said, 3-hydroxypropanoic acid is the correct name. You could call this a beta-hydroxy acid, the simplest possible one, in fact.

[hermanntrude]

KMnO4 can cleave the double bond so 3-hydroxypropanoic acid (IUPAC name) is one of the possible products. KMnO4 is a very strong oxidizing agent and this is why chemists usually used milder oxidizing agents such as Jones reagent, PCC, PDC etc. .

 

3-hexenoic acid is the major product if the oxidant will not cleave the double bond.

 

The structure you have drawn is a carboxylic acid. No, it is not a diol.

 

Margel, please read the policy concerning homework help. We don't just give answers outright.

[John Cuthber]

Margel, don't just read that policy; read the dates too.

I wonder if the guy who asked the question a couple of years ago is still studying chemistry.

[hermanntrude]

hehehe i didn't spot that