முவ்ண 7604 84 3352 81 3007 12 3063 64 3040 72 300€ 68 2967 77 2925 79 2667 04 1606 4 1846 BE 1595 21 1663 A 21) An unknown compound has the chemical formula CgH8O. It's IR spectrum and ¹H NMR spectrum are shown below. Propose a structure for the unknown molecule. Calculate the modes and briefly explain why the structure fits the ¹H NMR spectrum that is provided. Degrees of Unsaturation (DU), assign any important peaks in the IR spectrum to vibrational Degrees of unsaturation (show work below): 5 DU=(218) +21-0 2 2006 3645 61 4267 1492 81 $ 1181 St 1450 25 LIED 74 1430 62 1103 1360 79 13 1079 62 1315 82 1025 50 130963 1001 74 EVENTBER 966 37 928 72 761 201 15 731 79 691 14 618 81 608 17 1180 -18-8-10 =5 2 1000 Vibrational Assignments of IR Peaks Wavenumber (cm-¹) 303355 3087-3005 2957-2857 300 Vibrational Assignment 0-H Stretch C. Stretch 2-1 Stretch C=C Name: aya :Anaya Region from 8.0-7.3 ppm Zoomed in Peak 1: 7.96 ppm. 2H Doublet 9 HR201102501NG Peak 2: 7.56 ppm 1H Triplet 7.6 756 W 8 ih TI TTT 756 / 7 Peak 3: 7.46 ppm 2H Triplet Brief rationalization for proposed structure: (explain why DU, IR, and NMR are consistent with proposed structure) 6 5 ppm 4 Peak 4: 2.61 ppm 3H Singlet 3 2 1 Proposed structure of unknown: 0

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3604 84
3352 81
3007 11
12
3063 64
3040 72
3429 12
3006 68
2967 77
2925 79
2667 04
1606 4
1546 GE
1599 21
1603 41
Anaya
21) An unknown compound has the chemical formula CgH8O. It's IR spectrum and ¹H NMR
spectrum are shown below. Propose a structure for the unknown molecule. Calculate the
modes and briefly explain why the structure fits the ¹H NMR spectrum that is provided.
Degrees of Unsaturation (DU), assign any important peaks in the IR spectrum to vibrational
5
Degrees of unsaturation (show work below):
16+2.
DU = (218) 727-8-18-8 - 10/=5
OH
1645 61
1492 1
1450 26
1430 62
1360 13
1315 82
1303 53
2000
4267
6
1161 St
LIED 74
1103 79
1079 62
1025 50
1001
74
966
37
928 72
761 15
731 79
691 14
618 81
688 17
2
1500
2
1000
Vibrational Assignments of IR Peaks
Wavenumber (cm-¹)
73355
13087-3005
2957-2857
Vibrational Assignment
0-H Stretch
Ct Stretch
2-1 Stretch
(=C
9
Name:
Region from 8.0-7.3 ppm
Zoomed in
Peak 1:
7.96 ppm
2H
Doublet
HR201102501NS
Peak 2:
7.56 ppm
1H
Triplet
TTTTTTTTTTTE
7.86 7.86
8
ik
7
@thout
Brief rationalization for proposed structure: (explain why DU, IR, and
NMR are consistent with proposed structure)
Peak 3:
7.46 ppm
2H
Triplet
6
5
ppm
4
Peak 4:
2.61 ppm
3H
Singlet
3
2
1
Proposed structure of unknown:
0
Transcribed Image Text:3604 84 3352 81 3007 11 12 3063 64 3040 72 3429 12 3006 68 2967 77 2925 79 2667 04 1606 4 1546 GE 1599 21 1603 41 Anaya 21) An unknown compound has the chemical formula CgH8O. It's IR spectrum and ¹H NMR spectrum are shown below. Propose a structure for the unknown molecule. Calculate the modes and briefly explain why the structure fits the ¹H NMR spectrum that is provided. Degrees of Unsaturation (DU), assign any important peaks in the IR spectrum to vibrational 5 Degrees of unsaturation (show work below): 16+2. DU = (218) 727-8-18-8 - 10/=5 OH 1645 61 1492 1 1450 26 1430 62 1360 13 1315 82 1303 53 2000 4267 6 1161 St LIED 74 1103 79 1079 62 1025 50 1001 74 966 37 928 72 761 15 731 79 691 14 618 81 688 17 2 1500 2 1000 Vibrational Assignments of IR Peaks Wavenumber (cm-¹) 73355 13087-3005 2957-2857 Vibrational Assignment 0-H Stretch Ct Stretch 2-1 Stretch (=C 9 Name: Region from 8.0-7.3 ppm Zoomed in Peak 1: 7.96 ppm 2H Doublet HR201102501NS Peak 2: 7.56 ppm 1H Triplet TTTTTTTTTTTE 7.86 7.86 8 ik 7 @thout Brief rationalization for proposed structure: (explain why DU, IR, and NMR are consistent with proposed structure) Peak 3: 7.46 ppm 2H Triplet 6 5 ppm 4 Peak 4: 2.61 ppm 3H Singlet 3 2 1 Proposed structure of unknown: 0
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