Topic: Methyl acetoacetate Proton enolised (Read 2031 times)

magnilite · « **on:** February 20, 2013, 02:00:07 PM »

Which proton in methyl acetoacetate is most likly to be enolised and what is the most stable enolic form?

Mod edit: All caps removed from title. Please do not write in all caps.

Dan · « **Reply #1 on:** February 20, 2013, 04:24:10 PM »

You must show you have attempted the question, this is a Forum Rule.

magnilite · « **Reply #2 on:** February 20, 2013, 04:48:16 PM »

my initial thoughts one of the CH2 protons would be the first because it would form c=c bond in the middle of the molecule and be more stable

discodermolide · « **Reply #3 on:** February 20, 2013, 07:07:44 PM »

Yes, it forms a C=C but you are asked for the enolate structure, can you draw the most stable enolate?

magnilite · « **Reply #4 on:** February 21, 2013, 03:01:02 PM »

See attached diagram

discodermolide · « **Reply #5 on:** February 21, 2013, 07:37:44 PM »

Ok, but you are missing part of the ester and a H atom.

Topic: Methyl acetoacetate Proton enolised (Read 2031 times)

magnilite

Methyl acetoacetate Proton enolised

Dan

Re: Methyl acetoacetate Proton enolised

magnilite

Re: Methyl acetoacetate Proton enolised

discodermolide

Re: Methyl acetoacetate Proton enolised

magnilite

Re: Methyl acetoacetate Proton enolised

discodermolide

Re: Methyl acetoacetate Proton enolised

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