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 14.8P
Interpretation Introduction

Interpretation:

How the given compounds (C6H10O and C7H14)can be distinguished by the m/z ratio of their molecular ions in high-resolution mass spectrometry has 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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In the mass spectrum of an unknown organic compound, the molecular ion had a relative abundance of 19.0 while the M+1 had a relative abundance of 1.5. Estimate the number of carbons in the molecule. 1 4 7 2 LO 5 8 carbons 3 6 9 X C
how would i go about answering this
14. Shown below are the mass spectra (without data tables) of four molecules. (The structure of each molecule is shown on the spectrum.) Mark the [M] peak for each, and indicate the molecular weight of the molecule. Relative Intensity Relative Intensity 100 80 60 40- 20 0-mm 10 100- 80 a. 20- 115-14-5501 0-mm 10 20 b. =0 20 30 30 40 40 50 50 60 m/z 60 m/z 70 70 80 80 90 100 90 100 Relative Intensity Relative Intensity 100- 80 40 20 0 100 80 40 10 20- 15-NU-5580 15 20 25 115--555 ont 10 20 30 30 35 40 45 50 55 m/z 40 50 m/z 60 60 70 65 70 75 80 Based on the five mass spectra you have seen, describe how one might identify the [M]* peak (molecular ion peak) on the mass spectrum of an unknown compound.

Chapter 14 Solutions

Organic Chemistry

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