Organic Chemistry Study Guide and Solutions
Organic Chemistry Study Guide and Solutions
6th Edition
ISBN: 9781936221868
Author: Marc Loudon, Jim Parise
Publisher: W. H. Freeman
Question
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Chapter 12, Problem 12.18P
Interpretation Introduction

(a)

Interpretation:

The bond at which fragmentation occurs in the structure of 2, 2, 5, 5-tetramethylhexane is to be stated.

Concept introduction:

Mass spectroscopy is used to calculate mass to charge ratio of ions. Isotopic peak is also known as (M+1) peak because it shows one unit mass more than the mass of the molecular ion. This is because the molecule consists of different isotopes of an element.

Interpretation Introduction

(b)

Interpretation:

The mechanism for the fragmentation of the bond between two methylene group is to be stated.

Concept introduction:

Mass spectroscopy is used to calculate mass to charge ratio of ions. Isotopic peak is also known as (M+1) peak because it shows one unit mass more than the mass of the molecular ion. This is because the molecule consists of different isotopes of an element.

Interpretation Introduction

(c)

Interpretation:

The structure of the fragment ion of 2, 2, 5, 5-tetramethylhexane at m/z=71 is to be stated.

Concept introduction:

Mass spectroscopy is used to calculate mass to charge ratio of ions. Isotopic peak is also known as (M+1) peak because it shows one unit mass more than the mass of the molecular ion. This is because the molecule consists of different isotopes of an element.

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The base peak in the mass spectrum of 2,2,5,5-tetramethylhexane (molecular mass = 142) is at m/z = 57, which corresponds to a composition of C4H9. Suggest a structure for the fragment that accounts for this peak and offer a reason for why this fragment is so abundant.
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