Fundamentals 1. Claisen enolates a) A novice organic chemistry student took ethyl propanoate and proposed that the following nucleophile could be made by reacting ethyl propanoate with NaOEt. H Explain why the structure above is not a legitimate enolate ion. b) Now write the correct enolate ion, and then explain, by drawing appropriate resonance structures, why the enolate ion you wrote is a more correct nucleophile than the one drawn in part a) above.

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Chapter1: Chemical Foundations
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は本**
****
キキ
**
Fundamentals
1. Claisen enolates
a) A novice organic chemistry student took ethyl propanoate and proposed that the following
nucleophile could be made by reacting ethyl propanoate with NaOEt.
Explain why the structure above is not a legitimate enolate ion.
b) Now write the correct enolate ion, and then explain, by drawing appropriate resonance
structures, why the enolate ion you wrote is a more correct nucleophile than the one drawn in part a)
above.
W
工
Transcribed Image Text:は本** **** キキ ** Fundamentals 1. Claisen enolates a) A novice organic chemistry student took ethyl propanoate and proposed that the following nucleophile could be made by reacting ethyl propanoate with NaOEt. Explain why the structure above is not a legitimate enolate ion. b) Now write the correct enolate ion, and then explain, by drawing appropriate resonance structures, why the enolate ion you wrote is a more correct nucleophile than the one drawn in part a) above. W 工
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