Find the structure of the unknown compound using the IR Spectra and HNMR provided below. On the structure, label each chemically equivalent group with a letter. Also provide the partial structures, splitting, and integration.  The ones starred are the top candidates (I could be wrong).  These are different possibilities: Ethyl Butyrate Propyl propionate* Propyl butyrate Isopropyl acetate Isopropyl butyrate* 2-methylpropyl acetate 2-methylpropyl propionate* 2-methylpropyl butyrate butyl acetate* butyl proprionate butyl butyrate

Fundamentals Of Analytical Chemistry
9th Edition
ISBN:9781285640686
Author:Skoog
Publisher:Skoog
Chapter29: Mass Spectrometry
Section: Chapter Questions
Problem 29.4QAP
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Find the structure of the unknown compound using the IR Spectra and HNMR provided below. On the structure, label each chemically equivalent group with a letter. Also provide the partial structures, splitting, and integration

The ones starred are the top candidates (I could be wrong). 

These are different possibilities:

Ethyl Butyrate

Propyl propionate*

Propyl butyrate

Isopropyl acetate

Isopropyl butyrate*

2-methylpropyl acetate

2-methylpropyl propionate*

2-methylpropyl butyrate

butyl acetate*

butyl proprionate

butyl butyrate

65
60
55
50
45
40
25
20
15
10
4000
3500
3000
2500
2000
1500
1000
500
Wavenumbers (cm-1)
%Transmittance
2961.74
3443.41
2872.55
1730.82
1459.66
Transcribed Image Text:65 60 55 50 45 40 25 20 15 10 4000 3500 3000 2500 2000 1500 1000 500 Wavenumbers (cm-1) %Transmittance 2961.74 3443.41 2872.55 1730.82 1459.66
11000000
10000000
9000000
8000000
7000000
6000000
5000000
4000000
-3000000
-2000000
1000000
-1000000
75
1.70
1.65
1.60
1.55
1.50
1.45
1.40
1.35
1.30
1.25
f1 (ppm)
1.20
1.15
1.10
1.05
1.00
0.95
0.90
0.85
-7000000
6000000
5000000
4000000
3000000
2000000
1000000
-1000000
4.2
4.1
4.0
3.9
3.8
3.7
3.6
3.5
3.4
3.3
3.2
3.1
3.0
2.9
2.8
2.7
2.6
2.5
2.4
2.3
2.2
Transcribed Image Text:11000000 10000000 9000000 8000000 7000000 6000000 5000000 4000000 -3000000 -2000000 1000000 -1000000 75 1.70 1.65 1.60 1.55 1.50 1.45 1.40 1.35 1.30 1.25 f1 (ppm) 1.20 1.15 1.10 1.05 1.00 0.95 0.90 0.85 -7000000 6000000 5000000 4000000 3000000 2000000 1000000 -1000000 4.2 4.1 4.0 3.9 3.8 3.7 3.6 3.5 3.4 3.3 3.2 3.1 3.0 2.9 2.8 2.7 2.6 2.5 2.4 2.3 2.2
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