EBK ORGANIC CHEMISTRY STUDY GUIDE AND S
EBK ORGANIC CHEMISTRY STUDY GUIDE AND S
6th Edition
ISBN: 9781319385415
Author: PARISE
Publisher: VST
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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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