ORGANIC CHEMISTRY
9th Edition
ISBN: 9780134645704
Author: WADE AND SIMEK
Publisher: PEARSON
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Chapter 12, Problem 12.20SP
(A true story) While organizing the undergraduate stockroom a new chemistry professor found a half-gallon jug containing a cloudy liquid (bp 100-105 °C), marked only “STUDENT PREP.” She ran a quick mass spectrum, which is printed below. As soon as she saw the spectrum (without even checking the actual mass numbers), she said, “I know what it is.”
- a. What compound is the “student prep”? Any uncertainty in the structure?
- b. Suggest structures for the fragments at 136, 107, and 93. Why is the base peak (at m/z 57) so strong?
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In addition to the separation techniques used in this lab (magnetism, evaporation, and filtering), there are other commonly used separation techniques. Some of these techniques are:Distillation – this process is used to separate components that have significantly different boiling points. The solution is heated and the lower boiling point substance is vaporized first. The vapor can be collected and condensed and the component recovered as a pure liquid. If the temperature of the mixture is then raised, the next higher boiling component will come off and be collected. Eventually only non-volatile components will be left in the original solution.Centrifugation – a centrifuge will separate mixtures based on their mass. The mixture is placed in a centrifuge tube which is then spun at a high speed. Heavier components will settle at the bottom of the tube while lighter components will be at the top. This is the technique used to separate red blood cells from blood plasma.Sieving – this is…
Chapter 12 Solutions
ORGANIC CHEMISTRY
Ch. 12.3 - Complete the following conversion table. (cm1)...Ch. 12.5 - Which of the bonds shown in red are expected to...Ch. 12.7C - For each hydrocarbon spectrum, determine whether...Ch. 12.9A - Spectra are given for three compounds. Each...Ch. 12.10 - The infrared spectra for three compounds are...Ch. 12.12 - Prob. 12.6PCh. 12.14B - Identify which of these four mass spectra indicate...Ch. 12.15A - Show the fragmentation that accounts for the...Ch. 12.15A - Show the fragmentations that give rise to the...Ch. 12.15B - Ethers are not easily differentiated by their...
Ch. 12.15C - Prob. 12.11PCh. 12 - Prob. 12.12SPCh. 12 - Prob. 12.13SPCh. 12 - All of the following compounds absorb infrared...Ch. 12 - Prob. 12.15SPCh. 12 - Four infrared spectra are shown, corresponding to...Ch. 12 - Predict the masses and the structures of the most...Ch. 12 - Prob. 12.18SPCh. 12 - Prob. 12.19SPCh. 12 - (A true story) While organizing the undergraduate...Ch. 12 - Prob. 12.21SPCh. 12 - Prob. 12.22SPCh. 12 - An unknown, foul-smelling hydrocarbon gives the...Ch. 12 - covered a synthesis of alkynes by a double...Ch. 12 - Three IR spectra are shown, corresponding to three...Ch. 12 - Prob. 12.26SPCh. 12 - Prob. 12.27SPCh. 12 - Prob. 12.28SPCh. 12 - The ultimate test of fluency in MS and IR is...Ch. 12 - Prob. 12.30SPCh. 12 - Consider the following four structures, followed...
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