Mass Spectrum (not shown): M = 242 (100%), 244 (100%) IR Spectrum (not shown): 3325, 3074, 2982, 1774, 1472, 1395 cm 1 ¹H NMR Spectrum d d 9 8 7 2H 2H 13C NMR Spectrum (proton-decoupled) -5 br s PPM 1H 160 140 120 100 PPM 80 t quin. 2H 2H 2H 1 0 g- 60 40 20 0

Mass Spectrum (not shown): M = 242 (100%), 244 (100%) IR Spectrum (not shown): 3325, 3074, 2982, 1774, 1472, 1395 cm 1 ¹H NMR Spectrum d d 9 8 7 2H 2H 13C NMR Spectrum (proton-decoupled) -5 br s PPM 1H 160 140 120 100 PPM 80 t quin. 2H 2H 2H 1 0 g- 60 40 20 0

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter13: Structure Determination: Nuclear Magnetic Resonance Spectroscopy

Section13.SE: Something Extra

Problem 59GP: The mass spectrum and 13C NMR spectrum of a hydrocarbon are shown. Propose a structure for this...

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Question

Provide the unknown for the given data.

Mass Spectrum (not shown): M = 242 (100%), 244 (100%)
IR Spectrum (not shown): 3325, 3074, 2982, 1774, 1472, 1395 cm 1
¹H NMR Spectrum
d
d
9
8
7
2H
2H
13C NMR Spectrum (proton-decoupled)
-5
br s
PPM
1H
160
140
120
100
PPM
80
t
quin.
2H
2H
2H
1
0
g-
60
40
20
0

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