Instruction: (a) Based on the information provided, determine the structures of compounds. (b) Assign all peaks in ¹H and C NMR spectra of compounds Compound 4: IR Spectrum (quid ) 4000 88888 dadadadadadadadadad % of base peak www 40 10 3000 13C NMR Spectrum (50.0 MHz, CDCI, solution) DEPT 80 proton decoupled 9 200 ¹H NMR Spectrum (200 MHz, CDCI, solution) 8 ww 2000 120 v (cm¹) m/e 160 160 7 1600 expansion 3.0 M 198/200 6 1200 200 240 120 Mass Spectrum 800 Resolves into two signals at higher field 2.5 C₂H₁1Br 280 Resolves into two signals at higher eld 5 solvent 80 ppm 0.0 1.0 3 wwwwwww absorbance 200 40 UV spectrum 5.30 mg/10 mis path length: 1.00 cm solvent: cyclohexane 250 2 expansions 2 (nm) 300 35.0 34.0 0 1 ppm 350 8 (ppm) TMS 0 8 (ppm)

Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
ChapterL4: Proton (1h) Nmr Spectroscopy
Section: Chapter Questions
Problem 23CTQ
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Instruction:
(a) Based on the information provided, determine the structures of compounds.
(b) Assign all peaks in ¹H and ¹³C NMR spectra of compounds
Compound 4:
4000
IR Spectrum
(liquid film)
100k
80
60
of base peak
% of
10
40
3000
Lind
13C NMR Spectrum
(50.0 MHz, CDCI, solution)
DEPT
proton decoupled
9
200
¹H NMR Spectrum
(200 MHz, CDCI, solution)
91
80 120 160
m/e
8
2000
v (cm¹)
160
7
1600
expansion
3.0
M**
198/200
6
200
1200
120
800
Mass Spectrum
2.5
Resolves into
two signals at higher field
CgH₁1 Br
240 280
Resolves into
two signals at higher field
10
solvent
80
ppm
0.0
0.5
1.0
1.5
3
absorbance
200
40
UV spectrum
5.30mg/10mis
path length: 1.00 cm
solvent: cyclohexane
250
2
expansions
2 (nm)
300
35.0 34.0
0
1
ppm
350
8 (ppm)
TMS
0
8 (ppm)
Transcribed Image Text:Instruction: (a) Based on the information provided, determine the structures of compounds. (b) Assign all peaks in ¹H and ¹³C NMR spectra of compounds Compound 4: 4000 IR Spectrum (liquid film) 100k 80 60 of base peak % of 10 40 3000 Lind 13C NMR Spectrum (50.0 MHz, CDCI, solution) DEPT proton decoupled 9 200 ¹H NMR Spectrum (200 MHz, CDCI, solution) 91 80 120 160 m/e 8 2000 v (cm¹) 160 7 1600 expansion 3.0 M** 198/200 6 200 1200 120 800 Mass Spectrum 2.5 Resolves into two signals at higher field CgH₁1 Br 240 280 Resolves into two signals at higher field 10 solvent 80 ppm 0.0 0.5 1.0 1.5 3 absorbance 200 40 UV spectrum 5.30mg/10mis path length: 1.00 cm solvent: cyclohexane 250 2 expansions 2 (nm) 300 35.0 34.0 0 1 ppm 350 8 (ppm) TMS 0 8 (ppm)
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