A stepwise mechanism for the conversion of glyceraldehyde 3 − phosphate to dihydroxyacetone phosphate is to be drawn. Concept Introduction: The chemical equilibrium that exists between a keto form of a compound and an enol form of the same compound is known as keto-enol tautomerism. Tautomers refer to these keto and enol forms. The keto-enol tautomerism takes place only if the acidic hydrogen is present at the α − carbon atom.

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Chapter 23, Problem 23.2P

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Interpretation: A stepwise mechanism for the conversion of glyceraldehyde 3−phosphate to dihydroxyacetone phosphate is to be drawn.

Concept Introduction: The chemical equilibrium that exists between a keto form of a compound and an enol form of the same compound is known as keto-enol tautomerism. Tautomers refer to these keto and enol forms. The keto-enol tautomerism takes place only if the acidic hydrogen is present at the α−carbon atom.

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Interpreting NMR spectra is a skill that often requires some amount of practice, which, in turn, necessitates access to a collection of NMR spectra. Beyond Labz Organic Synthesis and Organic Qualitative Analysis have spectral libraries containing over 700 1H NMR spectra. In this assignment, you will take advantage of this by first predicting the NMR spectra for two closely related compounds and then checking your predictions by looking up the actual spectra in the spectra library. After completing this assignment, you may wish to select other compounds for additional practice. 1. Write the IUPAC names for the following two structures: Question 2 Question 3 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**

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