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Methyl acetoacetate Proton enolised
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Topic: Methyl acetoacetate Proton enolised (Read 2337 times)
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magnilite
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Methyl acetoacetate Proton enolised
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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.
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Last Edit: February 20, 2013, 04:22:44 PM by Dan
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Dan
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Re: Methyl acetoacetate Proton enolised
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Reply #1 on:
February 20, 2013, 04:24:10 PM »
You must show you have attempted the question, this is a
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magnilite
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Re: Methyl acetoacetate Proton enolised
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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
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discodermolide
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Re: Methyl acetoacetate Proton enolised
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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?
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magnilite
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Re: Methyl acetoacetate Proton enolised
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February 21, 2013, 03:01:02 PM »
See attached diagram
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discodermolide
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Re: Methyl acetoacetate Proton enolised
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Reply #5 on:
February 21, 2013, 07:37:44 PM »
Ok, but you are missing part of the ester and a H atom.
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Methyl acetoacetate Proton enolised