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10. The IR and proton NMR of compound D are provided below. The mass spec of D provides a molecular formula of CH1002. Major mass spec fragment peaks...
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refers to spectroscopy in organic chemistry. please answer both questions/all parts and show/state any work. thank you!


10.png11.png

10.png
10.
The IR and proton NMR of compound D are provided
below. The mass spec of D provides a molecular
formula of CH1002. Major mass spec fragment
peaks are also observed at m/z = 43, 60, and 73.
What is the structure of compound D?
D
LOD
SD
TERNSHITTANCE|%!
1367
1065
2973
1745
1238
4000
3000
2008
HAVENUMBERI -1
1500
10:00
580
CDCla
QE-300
240
200
180
13C-NMR
solvent
1H-NMR
13
2/
Note: The proton NMR data is a follows: 4.1 ppm (triplet, 2H), 2.1 ppm (singlet, 3H), 1.7 ppm
(multiplet, 2H), and 0.9 ppm (triplet, 3H).
11.png
11.
The IR and proton NMR of compound E are provided below. The molecular formula of
compound E is CH1202. What is the structure of compound E?
E
25 28 27 28 29 1
12
NICOLET MEN FIR
R
1810 WAVEWONDERS
1290
CDCIs
DE-300
Note: The relative integration for the proton NMR is a follows: the quartet at 4.1 ppm (2H), the
triplet at 2.2 ppm (2H), the multiplet at 1.7 ppm (21), and the triplet at 1.3 ppm (3H) and the
triplet at 0.9 ppm (3H).

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