Base on the information provided, determine the structures of compounds. (b) Assign all peaks in 1 H and 13C NMR spectra of compounds

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter13: Structure Determination: Nuclear Magnetic Resonance Spectroscopy
Section13.SE: Something Extra
Problem 29AP
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(a) Base on the information provided, determine the structures of compounds.

(b) Assign all peaks in 1 H and 13C NMR spectra of compounds

Compound 2:
IR Spectrum
(liquid fim)
3410
2000
1600
V (cm")
4000
3000
1200
800
100
Mass Spectrum
43
80
60
40
M**- 86 (* 1%)
71
20
C5H100
40
80
120
160
200
240
280
m/e
% of base peak
Transcribed Image Text:Compound 2: IR Spectrum (liquid fim) 3410 2000 1600 V (cm") 4000 3000 1200 800 100 Mass Spectrum 43 80 60 40 M**- 86 (* 1%) 71 20 C5H100 40 80 120 160 200 240 280 m/e % of base peak
13C NMR Spectrum
(50.0 MHz, CDCI, solution)
DEPT
solvent
proton decoupled
200
160
120
80
40
O 8 (ppm)
H NMR Spectrum
(200 MHz, CDCI, solution)
expansion
exchanges
with D20
6.0
5.5
5.0 ppm
TMS
10
8.
7 6
4
3
2
8 (ppm)
-
Transcribed Image Text:13C NMR Spectrum (50.0 MHz, CDCI, solution) DEPT solvent proton decoupled 200 160 120 80 40 O 8 (ppm) H NMR Spectrum (200 MHz, CDCI, solution) expansion exchanges with D20 6.0 5.5 5.0 ppm TMS 10 8. 7 6 4 3 2 8 (ppm) -
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