Organic Chemistry
Organic Chemistry
8th Edition
ISBN: 9781305580350
Author: William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher: Cengage Learning
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Chapter 14, Problem 14.9P
Interpretation Introduction

Interpretation:

How the given compounds (C6H7N and C5H5NO) can be distinguished by the m/z ratio of their molecular ions in high-resolution mass spectrometry, have to be shown.

Concept Introduction:

High resolution mass spectrometry: This method allows m/z to be measured with up to four decimal points.

Masses are generally not whole number integers, for example 1 proton = 1.0073amu and 1 neutron = 1.0086amu

One 12C atom =exactly 12.0000amu because the amu scale is based on the mass of 12C.

All atoms other than 12C will have a mass in amu that can be measured to 4 decimal places by a high resolution mass spectral instrument.

Nominal mass: The nominal mass for an element is the mass number of it is most abundant naturally occurring stable isotope and for an ion or given molecule the nominal mass is the sum of the nominal masses of the constituent atoms.

Example: The exact mass of the most abundant isotopes of each element

For example hydrogen  H=1.007825

Average atomic mass value: 1H and 2D with relative abundance of 100% and 0.0115% H=1.007825

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Show how the compounds with the molecular formulas C6H9N and C5H5NO can be distinguished by the m/z ratio of their molecular ions in high-resolution mass spectrometry.
In a mass spectrum, what m/z value would correspond to the fragment shown below?
A compound containing only carbon, nitrogen, oxygen, and hydrogen contains four carbon atoms. If the M+ peak in its mass spectrum appears at m/z = 87, then how many nitrogen atoms does it contain?

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