Homework Help is Here – Start Your Trial Now!
Science
Chemistry
Fundamentals 1. Claisen enolates a) A novice organic chermistry 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.

Fundamentals 1. Claisen enolates a) A novice organic chermistry 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.

Chemistry
Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
Section: Chapter Questions
Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
See similar textbooks
icon
Related questions
Question

Please help with claisen enolates

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.
Transcribed Image Text: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.
Expert Solution
steps

Step by step

Solved in 3 steps with 2 images

SEE SOLUTIONCheck out a sample Q&A here
Blurred answer
Knowledge Booster
Protection of Groups in Organic Synthesis
Learn more about
Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.
Recommended textbooks for you
Chemistry
Chemistry
Chemistry
ISBN:
9781305957404
Author:
Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:
Cengage Learning
Chemistry
Chemistry
Chemistry
ISBN:
9781259911156
Author:
Raymond Chang Dr., Jason Overby Professor
Publisher:
McGraw-Hill Education
Principles of Instrumental Analysis
Principles of Instrumental Analysis
Chemistry
ISBN:
9781305577213
Author:
Douglas A. Skoog, F. James Holler, Stanley R. Crouch
Publisher:
Cengage Learning
Organic Chemistry
Organic Chemistry
Chemistry
ISBN:
9780078021558
Author:
Janice Gorzynski Smith Dr.
Publisher:
McGraw-Hill Education
Chemistry: Principles and Reactions
Chemistry: Principles and Reactions
Chemistry
ISBN:
9781305079373
Author:
William L. Masterton, Cecile N. Hurley
Publisher:
Cengage Learning
Elementary Principles of Chemical Processes, Bind…
Elementary Principles of Chemical Processes, Bind…
Chemistry
ISBN:
9781118431221
Author:
Richard M. Felder, Ronald W. Rousseau, Lisa G. Bullard
Publisher:
WILEY
SEE MORE TEXTBOOKS