4000 100 80 60 IR Spectrum (liquid film) 40 20 % of base peak expansion 40 13C NMR Spectrum (100.0 MHz, CDCI, solution) 7.5 10 3000 1H NMR Spectrum (400 MHz, CDCI, solution) proton decoupled 200 80 DEPT CH₂ CH₂ CH 7.3 ppm 1 9 1 8 2000 105 . 120 160 m/e TY m v (cm¹) M=134 160 7 1600 200 6 120 1200 2.8 2.7 ppm Mass Spectrum 800 240 280 1 5 C10H14 1 solvent 1 80 expansions 1.8 1.7 ppm 4 J UV Spectrum max 260 nm (log₁0€ 2.5) 40 1.45 1.35 ppm 3 I 2 0 1 8 (ppm) expansion 1.05 0.95 TMS 1 0 8 (ppm)

Principles of Instrumental Analysis
7th Edition
ISBN:9781305577213
Author:Douglas A. Skoog, F. James Holler, Stanley R. Crouch
Publisher:Douglas A. Skoog, F. James Holler, Stanley R. Crouch
Chapter9: Atomic Absorption And Atomic Fluorescence Spectrometry
Section: Chapter Questions
Problem 9.8QAP
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Determine the structure of the compound using the information provided below, show the proton integration and the mass spectrometry fragments (ensure curly arrow mechanism). 

4000
100
80
60
IR Spectrum
(liquid film)
20
wwwladdade
% of base peak
expansion
13C NMR Spectrum
(100.0 MHz, CDCI, solution)
7.5
10
3000
40
1H NMR Spectrum
(400 MHz, CDCI, solution)
80
proton decoupled
200
9
DEPT CH₂ CH₂ CH4
7.3 ppm
1
8
105
2000
120
.
mmp
V (cm¹)
M+= 134
m/e
160
1600
160
7
6
1200
120
2.8 2.7 ppm
Mass Spectrum
200 240 280
800
5
C10H14
1.8
solvent
80
expansions
4
UV Spectrum
max 260 nm (log₁08 2.5)
40
1.7 ppm 1.45 1.35 ppm
3
0
AHA
1.05 0.95
2
8 (ppm)
1
expansion
TMS
1
0
8 (ppm)
Transcribed Image Text:4000 100 80 60 IR Spectrum (liquid film) 20 wwwladdade % of base peak expansion 13C NMR Spectrum (100.0 MHz, CDCI, solution) 7.5 10 3000 40 1H NMR Spectrum (400 MHz, CDCI, solution) 80 proton decoupled 200 9 DEPT CH₂ CH₂ CH4 7.3 ppm 1 8 105 2000 120 . mmp V (cm¹) M+= 134 m/e 160 1600 160 7 6 1200 120 2.8 2.7 ppm Mass Spectrum 200 240 280 800 5 C10H14 1.8 solvent 80 expansions 4 UV Spectrum max 260 nm (log₁08 2.5) 40 1.7 ppm 1.45 1.35 ppm 3 0 AHA 1.05 0.95 2 8 (ppm) 1 expansion TMS 1 0 8 (ppm)
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