ORGANIC CHEMISTRY
ORGANIC CHEMISTRY
9th Edition
ISBN: 9780134645704
Author: WADE AND SIMEK
Publisher: PEARSON
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Chapter 15.12C, Problem 15.19P
Interpretation Introduction

Interpretation:

The explanation corresponding to the given statement that the [4+2] Diels-Alder reaction is photochemically forbidden is to be proved.

Concept introduction:

When ultraviolet light is used rather than heat for [4+2] Diels-Alder reaction, it is photochemically not allowed. A photon with correct energy strikes 1,3butadiene, due to which one of the pi electrons gets excited to the next high molecular orbital. This high orbital is now occupied and is the new HOMO of the excited molecule.

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1. For the four structures provided, Please answer the following questions in the table below. a. Please draw π molecular orbital diagram (use the polygon-and-circle method if appropriate) and fill electrons in each molecular orbital b. Please indicate the number of π electrons c. Please indicate if each molecule provided is anti-aromatic, aromatic, or non- aromatic TT MO diagram Number of π e- Aromaticity Evaluation (X choose one) Non-aromatic Aromatic Anti-aromatic || ||| + IV
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Chapter 15 Solutions

ORGANIC CHEMISTRY

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