[Vidhya]

Hi Everyone,

I'm working on some organic synthesis questions and one of the problems contains a reactant called "ethyl acetonoate". The name "acetonoate" is throwing me off because I can't find any naming rules in my textbook to account for it.

Obviously with the "ate" ending it is ester. However, with the "acetono-" does that imply an acetone substituent?

I've done some searches online and I can't even find a listing for such a compound. Is it an uncommon naming system, or possibly a typo?

[Dan]

Here's a clue: acetyl acetonoate (aka acac, or acetyl acetone) is 2,4-pentandione [MeC(O)CH₂C(O)Me].

In order to rule out typos, can you give the entire question so we have the context?

[UnintentionalChaos]

Hi Everyone,

I'm working on some organic synthesis questions and one of the problems contains a reactant called "ethyl acetonoate". The name "acetonoate" is throwing me off because I can't find any naming rules in my textbook to account for it.

Obviously with the "ate" ending it is ester. However, with the "acetono-" does that imply an acetone substituent?

I've done some searches online and I can't even find a listing for such a compound. Is it an uncommon naming system, or possibly a typo?

My guess is that this is a typo and they meant ethyl acetoacetate, which is a fairly common reagent in organic synthesis. It has a fairly acidic alpha proton between the ketone moiety and the ester moiety that can readily be stripped off by bases, forming a carbanion.