Identify the frequency of both carbonyl stretches in your IR. Which one corresponds to the benzyl ester?

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter26: Biomolecules: Amino Acids, Peptides, And Proteins
Section26.4: Peptides And Proteins
Problem 9P: Draw the structure of M-P-V-G, and indicate its amide bonds.
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  1. Identify the frequency of both carbonyl stretches in your IR. Which one corresponds to the benzyl ester?

Wavenumber (cm-1)

Bond

Vibration

Shape

Intensity

Functional Group

3288.63 cm-1

N-H

Stretch

Sharp

Weak

Amine/Amide

3078.39 cm-1

C-H

Stretch

Sharp

Weak

Aromatic/Alkene

2976.16 cm-1

C-H

Stretch

Sharp

Weak

Alkane

1720.50 cm-1

C=O

Stretch

Sharp

Medium

Ester

1653.00 cm-1

C=O

Stretch

Sharp

Medium

Amide

1556.55 cm-1

C=C

Stretch

Sharp

Medium

Aromatic

T
100
4000
100-
% T
90
80
70
60
4000
3288.63-
3000
3078.39-
2976.16
3000
2000
2000
LabSolutions Lab SolutionsIR¥Data\CHEM
_Spring 2023 MW Dhimitruka¥AR and GJ
serini.ispd
придурорт
1500
migh
1720.50-
1653.00.
1556.55
1498.695
1363.67-
1450.47-.
1317.38
1500
AR and GJ Passerini
1265.30
Item
2 Sample name
3
Sample ID
4
Option
5
Intensity Mode
6
Apodization
9
No. of Scans
10
Resolution
1000
1114.86-
1000
731.02
698.23-
705.95+
16
4 cm-1
Value
500
cm-1
500
cm-1
%Transmittance
Happ-Genzel
Peak
Intensity
698.23 85.06
705.95 81.38
731.02 86.91
1114.86 85.97
1265.30 84.32
1317.38 92.28
1363.67 94.45
1450.47 92.68
1498.69 95.44
101556.55 89.00
1653.00 84.42
1720.50 87.84
2976.16 96.43
3078.39 96.79
3288.63 95.35
1
2
3
4
5
6
7
8
9
11
12
13
14
15
Corr.
Intensity
4.38
8.81
8.35
9.53
10.89
4.00
2.49
4.67
1.62
8.25
12.20
10.24
0.55
0.44
2.12
SHIMADZU
Corr.
Base (H) Base (L) Area
Area
702.09 688.59 142.353 19.872
715.59 702.09 145.514 40.781
738.74 715.59 160.917 61.576
1134.14 1101.35 252.177 112.906
1280.73 1238.30 426.877 202.048
1327.03 1300.02 138.246 39.593
1369.46 1350.17 76.537 18.889
1460.11 1408.04 181.017 46.261
1506.41 1489.05 61.834 10.432
1577.77 1506.41 355.799 158.888
1678.07 1629.85 334.145 172.921
1751.36 1685.79 274.487 147.344
2987.74 2970.38 55.242 4.550
3097.68 3062.96 102.232 6.961
3319.49 3246.20 249.547 61.362
Comment
Transcribed Image Text:T 100 4000 100- % T 90 80 70 60 4000 3288.63- 3000 3078.39- 2976.16 3000 2000 2000 LabSolutions Lab SolutionsIR¥Data\CHEM _Spring 2023 MW Dhimitruka¥AR and GJ serini.ispd придурорт 1500 migh 1720.50- 1653.00. 1556.55 1498.695 1363.67- 1450.47-. 1317.38 1500 AR and GJ Passerini 1265.30 Item 2 Sample name 3 Sample ID 4 Option 5 Intensity Mode 6 Apodization 9 No. of Scans 10 Resolution 1000 1114.86- 1000 731.02 698.23- 705.95+ 16 4 cm-1 Value 500 cm-1 500 cm-1 %Transmittance Happ-Genzel Peak Intensity 698.23 85.06 705.95 81.38 731.02 86.91 1114.86 85.97 1265.30 84.32 1317.38 92.28 1363.67 94.45 1450.47 92.68 1498.69 95.44 101556.55 89.00 1653.00 84.42 1720.50 87.84 2976.16 96.43 3078.39 96.79 3288.63 95.35 1 2 3 4 5 6 7 8 9 11 12 13 14 15 Corr. Intensity 4.38 8.81 8.35 9.53 10.89 4.00 2.49 4.67 1.62 8.25 12.20 10.24 0.55 0.44 2.12 SHIMADZU Corr. Base (H) Base (L) Area Area 702.09 688.59 142.353 19.872 715.59 702.09 145.514 40.781 738.74 715.59 160.917 61.576 1134.14 1101.35 252.177 112.906 1280.73 1238.30 426.877 202.048 1327.03 1300.02 138.246 39.593 1369.46 1350.17 76.537 18.889 1460.11 1408.04 181.017 46.261 1506.41 1489.05 61.834 10.432 1577.77 1506.41 355.799 158.888 1678.07 1629.85 334.145 172.921 1751.36 1685.79 274.487 147.344 2987.74 2970.38 55.242 4.550 3097.68 3062.96 102.232 6.961 3319.49 3246.20 249.547 61.362 Comment
b=0
H-N
"X
ester of an a-hydroxy amide
Transcribed Image Text:b=0 H-N "X ester of an a-hydroxy amide
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