b) Elucidate compound D w) mt at 170 nd shows c-1 stretch at 550cm;' The compound has the ff electronic transitions: 0%o* and no a* 1H NMR Spectrum (CDCl3, 400 MHz) 3.5 3.0 2.5 2.0 1.5 1.0 0.5 ppm 13C{H} NMR Spectrum (CDCl3, 100 MHz) Solvent 80 70 60 50 40 30 20 10 0 ppm ppm ¹H-13C me-HSQC Spectrum ppm (CDCl3, 400 MHz) 5 ¹H-¹H COSY Spectrum (CDCl3, 400 MHz) 0.5 10 3.5 3.0 2.5 2.0 1.5 1.0 10 15 20 20 25 30 30 -35 -1.0 1.5 -2.0 -2.5 3.0 -3.5 0.5 ppm 3.5 3.0 2.5 2.0 1.5 1.0 0.5 ppm
b) Elucidate compound D w) mt at 170 nd shows c-1 stretch at 550cm;' The compound has the ff electronic transitions: 0%o* and no a* 1H NMR Spectrum (CDCl3, 400 MHz) 3.5 3.0 2.5 2.0 1.5 1.0 0.5 ppm 13C{H} NMR Spectrum (CDCl3, 100 MHz) Solvent 80 70 60 50 40 30 20 10 0 ppm ppm ¹H-13C me-HSQC Spectrum ppm (CDCl3, 400 MHz) 5 ¹H-¹H COSY Spectrum (CDCl3, 400 MHz) 0.5 10 3.5 3.0 2.5 2.0 1.5 1.0 10 15 20 20 25 30 30 -35 -1.0 1.5 -2.0 -2.5 3.0 -3.5 0.5 ppm 3.5 3.0 2.5 2.0 1.5 1.0 0.5 ppm
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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Transcribed Image Text:b) Elucidate compound D w) mt at 170 nd shows c-1 stretch at 550cm;'
The compound has the ff electronic transitions: 0%o* and no a*
1H NMR Spectrum
(CDCl3, 400 MHz)
3.5
3.0
2.5
2.0
1.5
1.0
0.5 ppm
13C{H} NMR Spectrum
(CDCl3, 100 MHz)
Solvent
80
70
60
50
40
30
20
10
0 ppm
ppm
¹H-13C me-HSQC Spectrum
ppm
(CDCl3, 400 MHz)
5
¹H-¹H COSY Spectrum
(CDCl3, 400 MHz)
0.5
10
3.5
3.0
2.5
2.0
1.5 1.0
10
15
20
20
25
30
30
-35
-1.0
1.5
-2.0
-2.5
3.0
-3.5
0.5
ppm
3.5
3.0
2.5
2.0
1.5
1.0
0.5
ppm
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