A Small Scale Approach to Organic Laboratory Techniques
A Small Scale Approach to Organic Laboratory Techniques
4th Edition
ISBN: 9781305799875
Author: Donald L. Pavia; George S. Kriz; Gary M. Lampman
Publisher: Cengage Learning US
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Chapter 54, Problem 1Q
Interpretation Introduction

Interpretation:

The benzophenone n-Π* triplet T1 without having benzophenone pass through its first singlet stateneeds to be determined.

Concept Introduction:

In the singlet state; the orientation of electrons has the same spin while in the triplet state; the orientation of electrons has the opposite spin.

Expert Solution & Answer
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Explanation of Solution

The reaction between benzophenone and isopropyl alcohol is shown below:

A Small Scale Approach to Organic Laboratory Techniques, Chapter 54, Problem 1Q , additional homework tip  1

The quantum yield for the given reaction is a unity which states that each molecule of excited benzophenone gives one molecule of benzo pinacol. In the given reaction; fluorescence is not observed, a triplet excited state is involved. n-Π* triplet excited state takes a hydrogen atom from isopropanol.

The mechanism of the given reaction is shown below:

A Small Scale Approach to Organic Laboratory Techniques, Chapter 54, Problem 1Q , additional homework tip  2

Where,

S0 = singlet ground state

S1 = first singlet excited state

T1 = first triplet excited state

ISC = intersystem crossing

A Small Scale Approach to Organic Laboratory Techniques, Chapter 54, Problem 1Q , additional homework tip  3

According to the mechanism; it shows that the singlet excited state of benzophenone gores through intersystem crossing to triplet state very readily. Therefore, it is the triplet state that is involved.

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Chapter 54 Solutions

A Small Scale Approach to Organic Laboratory Techniques

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