EBK EXPERIMENTAL ORGANIC CHEMISTRY: A M
EBK EXPERIMENTAL ORGANIC CHEMISTRY: A M
6th Edition
ISBN: 9781305687875
Author: Gilbert
Publisher: CENGAGE LEARNING - CONSIGNMENT
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Chapter 8.5, Problem 2E

(a)

Interpretation Introduction

Interpretation: In the mass spectrum of 2,2-dimethylpropane, it is given that the base peak occurs at mz 57, peaks of moderate intensity are found at mz 29 and 43, and a weak peak occurs at mz 15, from which mz for P+ is to be determined.

Concept Introduction: The chemical formula for 2,2-dimethylpropane, which is also known an Neopentane, is C5H12 . This is a highly inflammable gas under normal conditions of temperature and pressure, and under lower temperatures, it could easily get converted to a highly volatile liquid

(b)

Interpretation Introduction

Interpretation: In the mass spectrum of 2,2-dimethylpropane, it is given that the base peak occurs at mz 57, peaks of moderate intensity are found at mz 29 and 43, and a weak peak occurs at mz 15, for which using curved arrows to symbolize the flow or electrons, the specific fragmentation peaks needs to be accounted.

Concept Introduction: Fragmentation is the process in which energetically unstable molecular ions gets dissociated, when these molecules are passed through the ionization chamber of a mass spectrometer.

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B. MASS SPECTRUM Identify the following from the low resolution mass spectrum of the unknown compound: 100 Relative intensity LT. 80 80 60 40 20 Base peak 0 20 Molecular lon peak 40 Mass Spectrum of Compound P 121 152 60 C. DOUBLE BOND EQUIVALENTS Calculate the DBE of the unknown compound. m/z This information indicates, for example, the presence of 100 Mass spectrum of the compound. 120 140 160 a + x
1. What do you suppose is the molecular weight of the molecule that gives the mass spectrum below? Rel Abund 100 27 26 55 HUL 45 40 80- 60- 40- 20- 0. m/z0 10 Rel Abund Relative Abundance Formula 1: 20 Formula 2: Formula 3: 30 50 m/z = mass divided by charge 60 72 70 80 2. Provide three different molecular formulas (organic molecules, please) that are possible for a molecule with the molecular weight you have chosen. What are the degrees of unsaturation (SODAR) for each? Degrees of unsaturation: Degrees of unsaturation: Degrees of unsaturation: 90 100
23. Consider the mass spectrum of hexane. Relative Intensity 100 80 60 40 20 O a. b. C. d. e. f. g. 10 MS-NW-5505 50 m/z Label the [M] peak. What is the value of m/z associated with this peak? 20 30 40 60 70 What is the mass of a hexane molecule that contains six ¹2℃ atoms (¹2CH3-¹2CH₂-¹2CH₂-¹2CH₂-¹2CH₂-¹2CH3)? Does this fit with the m/z value reported in part a of this question? 80 Draw a picture, like the one of "all ¹²C hexane" above, of a molecule that can account for the existence of a peak at m/z = 87 in the mass spectrum of hexane. (Check your work.) There are actually three acceptable answers to the previous question because there are three unique locations in a hexane molecule to replace a ¹2C with a ¹3C. If you have not already done so, draw the other two acceptable answers to the previous question. The peak at m/z = 87 is called the [M+1]* peak. Construct an explanation for this name. Use your periodic table to calculate the weight, in grams, of 1 mole of hexane to four…
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