Mass Spectrum (not shown): [M] =219 (100%) m/z IR Spectrum (not shown): 3300 (m), 3200 (m), 3085, 3060, 2980, 2970, 1715, 1610, 1500 cm¹¹ (all listed are strong (s) unless otherwise indicated) ¹H NMR Spectrum (400 MHz, CDCI3, 25 °C) 8 m 5H 7 6 5 PPM S 2H 2H bs q 2H 4H 1 6H 1³C NMR Spectrum, proton-decoupled (100 MHz, CDC 3, 25 °C)

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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please provide the sketal structure from the mass spec chart

 

 

Mass Spectrum (not shown): [M] = 219 (100%)
m/z
IR Spectrum (not shown): 3300 (m), 3200 (m),
3085, 3060, 2980, 2970, 1715, 1610, 1500 cm¹¹ (all
listed are strong (s) unless otherwise indicated)
1¹H NMR Spectrum (400 MHz, CDCI3, 25 °C)
8
m
220
5H
200
180
5
160
PPM
140
2xC
S
120
PPM
2H
3
100
S
13C NMR Spectrum, proton-decoupled (100 MHz,
CDCI 3, 25 °C)
2H
bs
T T
80
2
q
60
2H 4H
t
40
6H
T
20
Transcribed Image Text:Mass Spectrum (not shown): [M] = 219 (100%) m/z IR Spectrum (not shown): 3300 (m), 3200 (m), 3085, 3060, 2980, 2970, 1715, 1610, 1500 cm¹¹ (all listed are strong (s) unless otherwise indicated) 1¹H NMR Spectrum (400 MHz, CDCI3, 25 °C) 8 m 220 5H 200 180 5 160 PPM 140 2xC S 120 PPM 2H 3 100 S 13C NMR Spectrum, proton-decoupled (100 MHz, CDCI 3, 25 °C) 2H bs T T 80 2 q 60 2H 4H t 40 6H T 20
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