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Chapter 21.3, Problem 4P

a)

Interpretation Introduction

Interpretation:

Whether D-erythrose and L-erythose are enantiomers or diastereomers has to be stated.

Concept Introduction:

Enantiomers are the compounds with same chemical formula.  These are known as optical isomers.  Enantiomers are basically stereo-isomers of the same compound.  Two compounds are called enantiomers of each other if these are formed a non-superimposable mirror images.

Diastereomers are also the compounds with the same chemical formula.  These are also the types of stereo-isomers.  Two compounds are called diastereomers of each other if both the compounds have different configuration at the one or more (not all) equivalent stereo centers.  These are not mirror images of each other.

b)

Interpretation Introduction

Interpretation:

Whether L-erythrose and L-threose, enantiomers or diastereomers are to be stated.

Concept Introduction:

Enantiomers are the compounds with same chemical formula.  These are known as optical isomers.  Enantiomers are basically stereo-isomers of the same compound. Two compounds are called enantiomers of each other if these are formed a non-superimposable mirror images.

Diastereomers are also the compounds with the same chemical formula.  These are also the types of stereo-isomers.  Two compounds are called diastereomers of each other if both the compounds have different configuration at the one or more (not all) equivalent stereo centers.  These are not mirror images of each other.

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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

Organic Chemistry; Modified MasteringChemistry with Pearson eText -- ValuePack Access Card; Study Guide and Student Solutions Manual for Organic Chemistry, Books a la Carte Edition (7th Edition)

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