EBK ORGANIC CHEMISTRY-STUD.SOLNS.MAN+SG
EBK ORGANIC CHEMISTRY-STUD.SOLNS.MAN+SG
4th Edition
ISBN: 9781119659525
Author: Klein
Publisher: WILEY CONS
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Chapter 8.3, Problem 3CC
Interpretation Introduction

Interpretation: The systematic name of the given bicyclic compound with the lowest number to a bridgehead is to be interpreted.

Concept Introduction: Bicyclic compounds are chemical compounds with two rings in the molecule. The bridgehead carbon atom is common in both rings. The presence of the pi bond makes them unsaturated in nature. The naming of the bicyclic compound also follows the IUPAC rules.

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3. a. Use the MS to propose at least two possible molecular formulas. For an unknown compound: 101. 27.0 29.0 41.0 50.0 52.0 55.0 57.0 100 57.5 58.0 58.5 62.0 63.0 64.0 65.0 74.0 40 75.0 76.0 20 20 40 60 80 100 120 140 160 180 200 220 m/z 99.5 68564810898409581251883040 115.0 116.0 77404799 17417M 117.0 12.9 118.0 33.5 119.0 36 133 0 1.2 157.0 2.1 159.0 16 169.0 219 170.0 17 171.0 21.6 172.0 17 181.0 1.3 183.0 197.0 100.0 198.0 200. 784 Relative Intensity 2 2 8 ō (ppm) 6 2
Solve the structure and assign each of the following spectra (IR and C-NMR)
1. For an unknown compound with a molecular formula of C8H100: a. What is the DU? (show your work) b. Solve the structure and assign each of the following spectra. 8 6 2 ō (ppm) 4 2 0 200 150 100 50 ō (ppm) LOD D 4000 3000 2000 1500 1000 500 HAVENUMBERI -11
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