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As shown in the following equation, when (R)-1-deuterio-1-butanamine is diazotized with

Organic Chemistry | 6th Edition | ISBN: 9781936221349 | Authors: Marc Loudon, Jim Parise ISBN: 9781936221349 461

Solution for problem 23.3 Chapter 23.1

Organic Chemistry | 6th Edition

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Organic Chemistry | 6th Edition | ISBN: 9781936221349 | Authors: Marc Loudon, Jim Parise

Organic Chemistry | 6th Edition

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Problem 23.3

As shown in the following equation, when (R)-1-deuterio-1-butanamine is diazotized with nitrous acid in water, the alcohol product formed has the S configuration (D 5 2 H). (a) Give the stereochemical configuration of the diazonium ion formed as an intermediate in this reaction. Draw its structure. (b) What mechanism for reaction of the diazonium ion with water is consistent with the stereochemical result in the preceding equation?

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Bonding is the result of atoms bonding with their valence electrons Valence electrons can be given away received or shared Valence electrons are involved in chemical reactions Main Group Elements: all electrons with the highest n value Transition Metals: electrons with the highest n values AND d electrons in incomplete d sublevels (highest ns & highest (n­1)d electrons ) Lewis Electron Dot Diagrams Use dots to represent valence electrons around an atom For a metal the total number of dots in the Lewis symbol is the number of electrons the atom loses to form a cation For a nonmetal the number of unpaired dots equals the number of electrons the atoms gains to form an anion or the number it shared to form coval

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Chapter 23.1, Problem 23.3 is Solved
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Textbook: Organic Chemistry
Edition: 6
Author: Marc Loudon, Jim Parise
ISBN: 9781936221349

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As shown in the following equation, when (R)-1-deuterio-1-butanamine is diazotized with