Given the spectral data included in this problem and that the molecular formula is C4H5O2, determine the most likely structure using your understanding of carboxylic acid properties and spectroscopy. Indicate the following on each graph by: a.) labeling the IR spectrum with the relevant bond stretches, b.) indicating the relevant mass spectrum molecular ion and any relevant fragments, c.) providing a legible structure of the final product and name the compound.

Fundamentals Of Analytical Chemistry
9th Edition
ISBN:9781285640686
Author:Skoog
Publisher:Skoog
Chapter25: Instruments For Optical Spectrometry
Section: Chapter Questions
Problem 25.17QAP
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Given the spectral data included in this problem and that the molecular formula is C4H5O2, determine the most likely structure using your understanding of carboxylic acid properties and spectroscopy. Indicate the following on each graph by: a.) labeling the IR spectrum with the relevant bond stretches,  b.) indicating the relevant mass spectrum molecular ion and any relevant fragments, c.) providing a legible structure of the final product and name the compound.

14
12
10
8
6
4
2
0
1H-NMR spectrum for unknown (integrations and number of signals included below).
Shift (ppm)
200 180 160 140 120
Assign.
COS-07-958
I DO oo u l
A
с
D
E
*1
*1
*2
*2
100
ppm
13C-NMR of unknown (no overlapping peaks)
12.1
80 60
2.766
1.91
1.84
1.716
1.597
40
20
0
Transcribed Image Text:14 12 10 8 6 4 2 0 1H-NMR spectrum for unknown (integrations and number of signals included below). Shift (ppm) 200 180 160 140 120 Assign. COS-07-958 I DO oo u l A с D E *1 *1 *2 *2 100 ppm 13C-NMR of unknown (no overlapping peaks) 12.1 80 60 2.766 1.91 1.84 1.716 1.597 40 20 0
Relative Intensity
100
50
D
100
80
95
20
C₂H50₂
4000
MS-NU-2864
25
3000
50
75
aprirejeneg
2001
100
m/z
Mass spectrum for unknown.
HAVENUMBER
125
1500
IR spectrum for unknown.
150
1000
175
500
Transcribed Image Text:Relative Intensity 100 50 D 100 80 95 20 C₂H50₂ 4000 MS-NU-2864 25 3000 50 75 aprirejeneg 2001 100 m/z Mass spectrum for unknown. HAVENUMBER 125 1500 IR spectrum for unknown. 150 1000 175 500
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