EBK ORGANIC CHEMISTRY
EBK ORGANIC CHEMISTRY
12th Edition
ISBN: 9781119233664
Author: Snyder
Publisher: VST
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Chapter 13, Problem 12PP
Interpretation Introduction

Interpretation:

For each case, the formation of two enantiomers in the given reaction and the structural stereochemical relation between the enantiomers formed are to be determined.

Concept introduction:

A Diels Ander reaction is one between a conjugate diene and a reactant containing a double bond (dienophile) to form a product. The product is called adduct.

Diels Ander reactions are highly stereospecific. The configuration of the dienophile is retained in the product, and the reaction is a syn addition reaction.

The dienes react with dienophiles in cis forms rather than trans forms.

Endo and exo refer to the orientation of the dienophile and its electron-withdrawing group when it reacts with a diene in a Diels Ander reaction.

Endo is favored in the transition state of aDiels Ander reaction because it has a lower energy.

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Potential Energy (kJ) 1. Consider these three reactions as the elementary steps in the mechanism for a chemical reaction. AH = -950 kJ AH = 575 kJ (i) Cl₂ (g) + Pt (s) 2C1 (g) + Pt (s) Ea = 1550 kJ (ii) Cl (g)+ CO (g) + Pt (s) → CICO (g) + Pt (s) (iii) Cl (g) + CICO (g) → Cl₂CO (g) Ea = 2240 kJ Ea = 2350 kJ AH = -825 kJ 2600 2400 2200 2000 1800 1600 1400 1200 1000 a. Draw the potential energy diagram for the reaction. Label the data points for clarity. The potential energy of the reactants is 600 kJ 800 600 400 200 0 -200- -400 -600- -800- Reaction Progress
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Chapter 13 Solutions

EBK ORGANIC CHEMISTRY

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