EBK ORGANIC CHEMISTRY
EBK ORGANIC CHEMISTRY
6th Edition
ISBN: 8220103151757
Author: LOUDON
Publisher: MAC HIGHER
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Chapter 25, Problem 25.11P
Interpretation Introduction

a.

Interpretation:

Why the substitution of sulfur for oxygen is important when studying the stereochemistry of the F16BP-catalyzed hydrolysis of fructose-1,6-bisphosphate in H2  17O is to be explained.

Concept Introduction:

An atom that contains four different atoms/groups around is called the chiral center. Oxygen atom has three isotopes. It becomes difficult to study the stereochemical reactions when the nucleophile is water.

Interpretation Introduction

b.

Interpretation:

Assuming that the substitution of sulfur for oxygen does not change the mechanism of the reaction, the product of the reaction is to be determined along with its stereochemistry.

Concept Introduction:

The mechanism of F16BP is described in Fig. 25.5, text p. 1302. Assuming inversion of configuration, the product of the reaction and its stereochemistry is shown below:

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Transmitance 3. Which one of the following compounds corresponds to this IR spectrum? Point out the absorption band(s) that helped you decide. OH H3C OH H₂C CH3 H3C CH3 H3C INFRARED SPECTRUM 0.8- 0.6 0.4- 0.2 3000 2000 1000 Wavenumber (cm-1) 4. Consider this compound: H3C On the structure above, label the different types of H's as A, B, C, etc. In table form, list the labeled signals, and for each one state the number of hydrogens, their shifts, and the splitting you would observe for these hydrogens in the ¹H NMR spectrum. Label # of hydrogens splitting Shift (2)
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