Organic Chemistry
Organic Chemistry
6th Edition
ISBN: 9781936221349
Author: Marc Loudon, Jim Parise
Publisher: W. H. Freeman
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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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03 Question (1 point) For the reaction below, draw both of the major organic products. Be sure to consider stereochemistry. > 1. CH₂CH₂MgBr 2. H₂O 3rd attempt Draw all four bonds at chiral centers. Draw all stereoisomers formed. Draw the structures here. e 130 AN H See Periodic Table See Hint P C Br
You may wish to address the following issues in your response if they are pertinent to the reaction(s) you propose to employ:1) Chemoselectivity (why this functional group and not another?) 2) Regioselectivity (why here and not there?) 3) Stereoselectivity (why this stereoisomer?) 4) Changes in oxidation state.   Please make it in detail and draw it out too in what step what happens. Thank you for helping me!
1) Chemoselectivity (why this functional group and not another?)   2) Regioselectivity (why here and not there?)   3) Stereoselectivity (why this stereoisomer?)   4) Changes in oxidation state.  Everything in detail and draw out and write it.
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