ORGANIC CHEMISTRY (LL)-W/SOLN.>CUSTOM<
ORGANIC CHEMISTRY (LL)-W/SOLN.>CUSTOM<
10th Edition
ISBN: 9781259972348
Author: Carey
Publisher: MCG CUSTOM
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Chapter 21.6, Problem 20P
Interpretation Introduction

Interpretation:

The preparations of given compounds by the appropriate β- di carbonyl compounds and alkyl halides with the help of retrosynthetic analysis is to be written.

Concept introduction:

A molecule that consists of a ketone group on the β- carbon atom of an ester is generally known as β- keto ester. It contains an active methylene group between two carbonyl groups in its structure. Diethyl malonate and ethyl acetoacetate are some examples of β- keto esters.

These β- keto esters undergo alkylation. The resulting alkylated β- keto ester results in the formation of ketone and carboxylic acids after hydrolysis followed by decarboxylation.

Retrosynthesis is used to identify the reactants. It involves the breaking of the target molecule into starting materials.

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Done 11:14 ⚫ worksheets.beyondlabz.com 5 (a). Using the peak information you listed in the tables for both structures, assign each peak to that portion of the structure that produces the peak in the NMR spectrum. Draw this diagram on your own sheet of paper and attach the sketch of your drawing to this question. Question 6 5 (b). Using the peak information you listed in the tables for both structures, assign each peak to that portion of the structure that produces the peak in the NMR spectrum. Draw this diagram on your own sheet of paper and attach the sketch of your drawing to this question. Question 7 6. Are there any differences between the spectra you obtained in Beyond Labz and the predicted spectra? If so, what were the differences? <
2. Predict the NMR spectra for each of these two compounds by listing, in the NMR tables below, the chemical shift, the splitting, and the number of hydrogens associated with each predicted peak. Sort the peaks from largest chemical shift to lowest. **Not all slots must be filled** Peak Chemical Shift (d) 5.7 1 Multiplicity multiplate .......... 5.04 double of doublet 2 4.98 double of doublet 3 4.05 doublet of quartet 4 5 LO 3.80 quartet 1.3 doublet 6 Peak Chemical Shift (d) Multiplicity

Chapter 21 Solutions

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