[kimi85]

What's the products of the reaction of semicarbazide with acetone?

What's the structure of the product?

Thanks..

[organic help]

Amines (on the semicarbazide) are going to the react with the carbonyl of the acetone to form an imine.  The question now is:  will it go for at the free amine or at the primary amide?  It is most likely to form at the free amine because 1) the amide electrons are delocalized thru the carbonyl therefore less nucleophilic and 2) the amine is next to another nitrogen which will make the amine MORE nucleophlic via the "alpha effect".

I am pretty sure that the product of that reaction is going to be acetone semicarbazone, the structure can be found at this website:  http://www.chemexper.com/chemicals/supplier/cas/110-20-3.html

Anyone else have thoughts on it?

[bakkurt]

I had my Master's thesis on thiosemicarbazone compounds and semicarbazones are very close compounds to them. About the compound, yes, the product will be acetone semicarbazone, whose formula is Me2C=N-NH-CO-NH2.