Using the IR and NMR spectra provided, determine the molecular structure for C6H12O2. Label any diagnostic peaks on the IR and draw fragments you can determine from the NMR

Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
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Using the IR and NMR spectra provided, determine the molecular structure for C6H12O2. Label any diagnostic peaks on the IR and draw fragments you can determine from the NMR

Problem 76
3500 - 2200
OH
IR Spectrum
Oliquld fim)
SP
1709
4000
3000
2000
1600
1200
B00
V (cm')
100
57
Mass Specirum
80
59
60
No significant UV
absorplion above 220 rm
40
20
M 116 < 1%
40
80
120
160
200
240
280
m/e
13C NMR Spectrum
(100 MHz. CDCI, solution)
DEPT CH CH,t CH
solvend
CH
proton deccupled
200
160
120
80
40
0 8 (ppm)
H NMR Spectrum
(400 MHz. CDCI, solution)
Exchanges with
D20
Offse:
+ OH
TMS
13.0
12.0
110 pom
10
9.
8.
6.
4.
3
6 (ppm)
veod eseg p%
Transcribed Image Text:Problem 76 3500 - 2200 OH IR Spectrum Oliquld fim) SP 1709 4000 3000 2000 1600 1200 B00 V (cm') 100 57 Mass Specirum 80 59 60 No significant UV absorplion above 220 rm 40 20 M 116 < 1% 40 80 120 160 200 240 280 m/e 13C NMR Spectrum (100 MHz. CDCI, solution) DEPT CH CH,t CH solvend CH proton deccupled 200 160 120 80 40 0 8 (ppm) H NMR Spectrum (400 MHz. CDCI, solution) Exchanges with D20 Offse: + OH TMS 13.0 12.0 110 pom 10 9. 8. 6. 4. 3 6 (ppm) veod eseg p%
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