EBK ESSENTIAL ORGANIC CHEMISTRY
EBK ESSENTIAL ORGANIC CHEMISTRY
3rd Edition
ISBN: 9780100659469
Author: Bruice
Publisher: YUZU
Question
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Chapter 7, Problem 53P

(a)

Interpretation Introduction

Interpretation:

The diene and dienophile from the given compounds has to be predicted.

Concept Introduction:

Diels-Alder reaction:

A conjugated diene reacts with a compound containing a carbon-carbon double bond.  It is a cycloaddition reaction, where two reactants form a cyclic product.

Conformation of Diene:

S-cis Conformer: The double bonds are cis about the single bond (s stands for single), in an s-cis conformer.

S-trans Conformer: The double bonds are trans- about the single bond (s stands for single) in an s-trans conformer.

Condition for Diels-Alder reaction:

The conjugate diene must be in an s-cis conformation because when it is in an S-trans conformation, C-1 and C-4 are too far apart to react with the dienophile in a concerted reaction.

EBK ESSENTIAL ORGANIC CHEMISTRY, Chapter 7, Problem 53P , additional homework tip  1

(b)

Interpretation Introduction

Interpretation:

The diene and dienophile from the given compounds has to be predicted.

Concept Introduction:

Diels-Alder reaction:

A conjugated diene reacts with a compound containing a carbon-carbon double bond.  It is a cycloaddition reaction, where two reactants form a cyclic product.

Conformation of Diene:

S-Cis Conformer: The double bonds are cis about the single bond (s stands for single), in an s-cis conformer.

S-trans Conformer: The double bonds are trans- about the single bond (s stands for single) in an s-trans conformer.

Condition for Diels-Alder reaction:

The conjugate diene must be in an s-cis conformation because when it is in an S-trans conformation, C-1 and C-4 are too far apart to react with the dienophile in a concerted reaction.

EBK ESSENTIAL ORGANIC CHEMISTRY, Chapter 7, Problem 53P , additional homework tip  2

(c)

Interpretation Introduction

Interpretation:

The diene and dienophile from the given compounds have to be predicted.

Concept Introduction:

Diels-Alder reaction:

A conjugated diene reacts with a compound containing a carbon-carbon double bond. It is a cycloaddition reaction, where two reactants form a cyclic product.

Conformation of Diene:

S-Cis Conformer: The double bonds are cis about the single bond (s stands for single), in an s-cis conformer.

S-trans Conformer: The double bonds are trans- about the single bond (s stands for single) in an s-trans conformer.

Condition for Diels-Alder reaction:

The conjugate diene must be in an s-cis conformation because when it is in an S-trans conformation, C-1 and C-4 are too far apart to react with the dienophile in a concerted reaction.

EBK ESSENTIAL ORGANIC CHEMISTRY, Chapter 7, Problem 53P , additional homework tip  3

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Chapter 7 Solutions

EBK ESSENTIAL ORGANIC CHEMISTRY

Ch. 7.8 - Which member of each pair is the stronger base? a....Ch. 7.9 - Prob. 13PCh. 7.9 - Which species in each of the following pairs is...Ch. 7.9 - Prob. 16PCh. 7.11 - Prob. 18PCh. 7.11 - Prob. 19PCh. 7.11 - Prob. 20PCh. 7.11 - Prob. 21PCh. 7.11 - Prob. 22PCh. 7.12 - Prob. 23PCh. 7.12 - Prob. 24PCh. 7.15 - Prob. 25PCh. 7.15 - Which of the following are aromatic? A...Ch. 7.17 - Prob. 29PCh. 7.17 - Prob. 30PCh. 7 - Prob. 31PCh. 7 - Prob. 32PCh. 7 - Prob. 33PCh. 7 - Prob. 34PCh. 7 - Prob. 35PCh. 7 - Prob. 36PCh. 7 - Which of the compounds in each of the following...Ch. 7 - Prob. 39PCh. 7 - Prob. 40PCh. 7 - Prob. 41PCh. 7 - Prob. 42PCh. 7 - Prob. 43PCh. 7 - Prob. 44PCh. 7 - Prob. 45PCh. 7 - Which species in each of the pairs in Problem 45...Ch. 7 - Rank the following anions in order from most basic...Ch. 7 - a. Which oxygen atom has the greater electron...Ch. 7 - Prob. 49PCh. 7 - Which compound is the strongest base?Ch. 7 - Prob. 51PCh. 7 - Prob. 52PCh. 7 - Prob. 53PCh. 7 - Prob. 54PCh. 7 - Prob. 55PCh. 7 - a. Which dienophile in each pair is more reactive...Ch. 7 - Prob. 57PCh. 7 - Draw the product of each of the following...Ch. 7 - Prob. 59PCh. 7 - Prob. 60PCh. 7 - Prob. 61PCh. 7 - a. In what direction is the dipole moment in...Ch. 7 - Propose a mechanism for each of the following...Ch. 7 - Prob. 1PCh. 7 - Prob. 2PCh. 7 - Prob. 3PCh. 7 - Prob. 4PCh. 7 - Prob. 5PCh. 7 - Prob. 6PCh. 7 - Prob. 7PCh. 7 - Prob. 8PCh. 7 - Prob. 9PCh. 7 - Prob. 10PCh. 7 - Prob. 11PCh. 7 - Prob. 12P
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