173.2 (OH) 43.6 (2H) 25.8 (1H) 22.4 (2C, 3H@) 22.2 (2H) 10.5 (3H) 65.8 (2H) 200 180 160 140 120 100 80 60 40 20 ppm 9 2.19 (2H, d, J = 6.6 Hz) 2.11 (1H, 9 lines, J = 6.6 Hz) 1.65 (2H, sextet, J = 6.7 Hz) 0.95 (3H, d, J = 6.6 Hz) 0.94 (6H, d, J = 6.7 Hz) 4.03 (2H, t, J = 6.7 Hz) 00 17 6 S ppm 17 4 3 2 1 Relative Intensity 100 80-> 60 40 40 20 plenty o 25 50 50 2964 85 weak parent peak at 144 57,60,61 103 M 75 m/z 100 1737 125 1000 180

Organic Chemistry
8th Edition
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Chapter20: Dienes, Conjugated Systems, And Pericyclic Reactions
Section20.3: Uv-visible Spectroscopy
Problem 20.5P
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Organic Chemistry Problem

The molecular formula for the problem in the images attached is C8H16O2.

Please help by showing what the structure of this unknown compound would be based on the available spectrometry data in the charts seen in the images.

173.2 (OH)
43.6 (2H)
25.8 (1H)
22.4 (2C, 3H@)
22.2 (2H)
10.5 (3H)
65.8 (2H)
200
180
160
140
120
100
80
60
40
20
ppm
9
2.19 (2H, d, J = 6.6 Hz)
2.11 (1H, 9 lines, J = 6.6 Hz)
1.65 (2H, sextet, J = 6.7 Hz)
0.95 (3H, d, J = 6.6 Hz)
0.94 (6H, d, J = 6.7 Hz)
4.03 (2H, t, J = 6.7 Hz)
00
17
6
S
ppm
17
4
3
2
1
Transcribed Image Text:173.2 (OH) 43.6 (2H) 25.8 (1H) 22.4 (2C, 3H@) 22.2 (2H) 10.5 (3H) 65.8 (2H) 200 180 160 140 120 100 80 60 40 20 ppm 9 2.19 (2H, d, J = 6.6 Hz) 2.11 (1H, 9 lines, J = 6.6 Hz) 1.65 (2H, sextet, J = 6.7 Hz) 0.95 (3H, d, J = 6.6 Hz) 0.94 (6H, d, J = 6.7 Hz) 4.03 (2H, t, J = 6.7 Hz) 00 17 6 S ppm 17 4 3 2 1
Relative Intensity
100
80->
60
40
40
20
plenty o
25
50
50
2964
85
weak parent peak
at 144
57,60,61
103
M
75
m/z
100
1737
125
1000
180
Transcribed Image Text:Relative Intensity 100 80-> 60 40 40 20 plenty o 25 50 50 2964 85 weak parent peak at 144 57,60,61 103 M 75 m/z 100 1737 125 1000 180
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