4930 20) An unknown compound has the chemical formula C4H3O. It's IR spectrum and ¹H NMR spectrum are shown below. Propose a structure for the unknown molecule. Calculate the Degrees of Unsaturation (DU), assign any important peaks in the IR spectrum to vibrational modes and briefly explain why the structure fits the ¹H NMR spectrum that is provided. 2966 11 2937 49 2870 30 2017 G2 2716 $5 1791 4 1464 88 Degrees of unsaturation (show work below): 4872 Du = 12 (417²)-8 2 1000 1469 66 1411 70 1300 72 1302 70 1302 79 1351 79 1204 84 64 1269 36 1822 1214 04 27 1141 1118 74 1000 94 1045 44 29 66 coca 991 01 GSD 75 234 01 043 06 677 BE 672 06 520 81 1721 EMP 613 04 wom партитур www 1350 1000 500 Vibrational Assignments of IR Peaks Wavenumber (cm-¹) Vibrational Assignment C-It Stretch C =0 Stretch 10-8 2 12 HSP-04-071 11 = 9.76 ppm 1H Singlet 13/12 = Brief rationalization for proposed structure: (explain why DU, IR, and NMR are consistent with proposed structure) 0.97 ppm 3H Triplet 1.64 ppm 2H Sextet 2.37 ppm 2H Quadruplet 10 9 8 7 6 5 4 3 2 1 ppm Proposed structure of unknown:

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4930
20) An unknown compound has the chemical formula C4H8O. It's IR spectrum and ¹H NMR
spectrum are shown below. Propose a structure for the unknown molecule. Calculate the
Degrees of Unsaturation (DU), assign any important peaks in the IR spectrum to vibrational
modes and briefly explain why the structure fits the ¹H NMR spectrum that is provided.
2966 11
2937 49
2870 30
2017 G2
2716 55
1791
4
1464 88
Degrees of unsaturation (show work below):
1872
Du = 12 (41+²)-8
2
примир
1000
145966
1411 70
1300 72
1302 70
1302 79
1351 79
1204 84
1269 64
36
1822
04
1214
27
1141
1110 74
1090
1055 94
1045 64
29 66
Loca
991 01
GSD 75
234 01
61
043 06
677 AG
072 ов
520 81
1731
EXP
G1) 0
hum
1350
1000
500
Vibrational Assignments of IR Peaks
Wavenumber (cm-¹) Vibrational Assignment
C-It Stretch
C =0 Stretch
10-8
2
12
HSP-04-071
=
9.76 ppm
1H
Singlet
13/12 =
11 10 9 8 7 6
ppm
Brief rationalization for proposed structure: (explain why DU, IR, and
NMR are consistent with proposed structure)
0.97 ppm
3H
Triplet
1.64 ppm
2H
Sextet
2.37 ppm
2H
Quadruplet
5 4 3 2 1
Proposed structure of unknown:
Transcribed Image Text:4930 20) An unknown compound has the chemical formula C4H8O. It's IR spectrum and ¹H NMR spectrum are shown below. Propose a structure for the unknown molecule. Calculate the Degrees of Unsaturation (DU), assign any important peaks in the IR spectrum to vibrational modes and briefly explain why the structure fits the ¹H NMR spectrum that is provided. 2966 11 2937 49 2870 30 2017 G2 2716 55 1791 4 1464 88 Degrees of unsaturation (show work below): 1872 Du = 12 (41+²)-8 2 примир 1000 145966 1411 70 1300 72 1302 70 1302 79 1351 79 1204 84 1269 64 36 1822 04 1214 27 1141 1110 74 1090 1055 94 1045 64 29 66 Loca 991 01 GSD 75 234 01 61 043 06 677 AG 072 ов 520 81 1731 EXP G1) 0 hum 1350 1000 500 Vibrational Assignments of IR Peaks Wavenumber (cm-¹) Vibrational Assignment C-It Stretch C =0 Stretch 10-8 2 12 HSP-04-071 = 9.76 ppm 1H Singlet 13/12 = 11 10 9 8 7 6 ppm Brief rationalization for proposed structure: (explain why DU, IR, and NMR are consistent with proposed structure) 0.97 ppm 3H Triplet 1.64 ppm 2H Sextet 2.37 ppm 2H Quadruplet 5 4 3 2 1 Proposed structure of unknown:
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