Consider the Fourier Transform Infrared (FTIR) spectrum of an unknown liquid sample that was recorded in a controlled environment using an ATR (Attenuated Total Reflectance) accessory without any further preparation and is presented in Figure 2. Transmitance 0.2 12 1.0 0.8 0.0 3500 3000 2500 2000 1500 1000 Wavenumbers (cm-1) Figure 2: FTIR spectrum of the liquid sample. Using the Table of characteristic IR absorptions in APPENDIX 1, justify which of the four molecules (A, B, C and D) in Table 1 best correspond to the IR spectrum in Figure 2. Justify your answer for all four compounds. Table 1-Chemical structure of compounds A, B, C and D. Compound A Chemical Benzoic acid name Chemical HO structure Compound B Benzamide H₂N Compound C Compound D Benzaldehyde Benzamine H₂N- APPENDIX 1-Table of characteristic IR absorptions IMPORTANT IR ABSORPTIONS (cm) IN THE RANGE 1000 cm¹-4000 cm C-C (alkane) 1200 C=C (aromatic) C=C (alkene) C=C (alkyne) 1600 & 1450-1500 (strong) 1640-1680 2180 c-a (organic chloride) 600-830 (strong) C_H (alkane) 2850-2960 (med-strong) C_H (alkene) 3000-3100 (med-strong) C_H (aromatic) C=N (nitriles) 3030-3050 (med) 2210-2260 C_O (alcohols) 1050-1150 C=O (acids, esters, aldehydes) 1680-1750 (strong) C=O (amide) 1630-1690 (strong) N-H (amines) 3300-3500 O-H (acid) 2500-3100 (broad, strong) O-H (phenol) O-H (alcohol) 3200 (broad, strong) 3400-3650 (broad, strong) Major Functional Group Absorption Frequency Region O-H 3650-3590 N-H =CH-H 3500-3300 1650-1590 3100-3070 1420-1410 900-650 900-880 =C-H 3100-3000 2000-1600 C-H 2900-2700 1440-1320 =-CH3 2880-2860 2970-2950 1380-1370 1470-1430 O-H 2700-2500 1320-1210 950-900 C=C 2140-2100 C=O 1750-1700 C=C 1600-1500 C-N 1340-1250 C-O-C 1200-1180 -C-H 770-730

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Chapter1: Chemical Foundations
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Consider the Fourier Transform Infrared (FTIR) spectrum of an unknown
liquid sample that was recorded in a controlled environment using an ATR
(Attenuated Total Reflectance) accessory without any further preparation
and is presented in Figure 2.
Transmitance
0.2
12
1.0
0.8
0.0
3500
3000
2500
2000
1500
1000
Wavenumbers (cm-1)
Figure 2: FTIR spectrum of the liquid sample.
Using the Table of characteristic IR absorptions in APPENDIX 1, justify
which of the four molecules (A, B, C and D) in Table 1 best correspond to
the IR spectrum in Figure 2. Justify your answer for all four compounds.
Table 1-Chemical structure of compounds A, B, C and D.
Compound A
Chemical Benzoic acid
name
Chemical
HO
structure
Compound B
Benzamide
H₂N
Compound C
Compound D
Benzaldehyde Benzamine
H₂N-
Transcribed Image Text:Consider the Fourier Transform Infrared (FTIR) spectrum of an unknown liquid sample that was recorded in a controlled environment using an ATR (Attenuated Total Reflectance) accessory without any further preparation and is presented in Figure 2. Transmitance 0.2 12 1.0 0.8 0.0 3500 3000 2500 2000 1500 1000 Wavenumbers (cm-1) Figure 2: FTIR spectrum of the liquid sample. Using the Table of characteristic IR absorptions in APPENDIX 1, justify which of the four molecules (A, B, C and D) in Table 1 best correspond to the IR spectrum in Figure 2. Justify your answer for all four compounds. Table 1-Chemical structure of compounds A, B, C and D. Compound A Chemical Benzoic acid name Chemical HO structure Compound B Benzamide H₂N Compound C Compound D Benzaldehyde Benzamine H₂N-
APPENDIX 1-Table of characteristic IR absorptions
IMPORTANT IR ABSORPTIONS (cm) IN THE RANGE 1000 cm¹-4000 cm
C-C
(alkane)
1200
C=C
(aromatic)
C=C
(alkene)
C=C
(alkyne)
1600 & 1450-1500 (strong)
1640-1680
2180
c-a
(organic chloride)
600-830 (strong)
C_H
(alkane)
2850-2960 (med-strong)
C_H
(alkene)
3000-3100 (med-strong)
C_H
(aromatic)
C=N
(nitriles)
3030-3050 (med)
2210-2260
C_O
(alcohols)
1050-1150
C=O
(acids, esters, aldehydes)
1680-1750 (strong)
C=O
(amide)
1630-1690 (strong)
N-H
(amines)
3300-3500
O-H
(acid)
2500-3100 (broad, strong)
O-H
(phenol)
O-H
(alcohol)
3200 (broad, strong)
3400-3650 (broad, strong)
Major Functional Group
Absorption Frequency Region
O-H
3650-3590
N-H
=CH-H
3500-3300 1650-1590
3100-3070 1420-1410
900-650
900-880
=C-H
3100-3000 2000-1600
C-H
2900-2700 1440-1320
=-CH3
2880-2860 2970-2950
1380-1370
1470-1430
O-H
2700-2500 1320-1210
950-900
C=C
2140-2100
C=O
1750-1700
C=C
1600-1500
C-N
1340-1250
C-O-C
1200-1180
-C-H
770-730
Transcribed Image Text:APPENDIX 1-Table of characteristic IR absorptions IMPORTANT IR ABSORPTIONS (cm) IN THE RANGE 1000 cm¹-4000 cm C-C (alkane) 1200 C=C (aromatic) C=C (alkene) C=C (alkyne) 1600 & 1450-1500 (strong) 1640-1680 2180 c-a (organic chloride) 600-830 (strong) C_H (alkane) 2850-2960 (med-strong) C_H (alkene) 3000-3100 (med-strong) C_H (aromatic) C=N (nitriles) 3030-3050 (med) 2210-2260 C_O (alcohols) 1050-1150 C=O (acids, esters, aldehydes) 1680-1750 (strong) C=O (amide) 1630-1690 (strong) N-H (amines) 3300-3500 O-H (acid) 2500-3100 (broad, strong) O-H (phenol) O-H (alcohol) 3200 (broad, strong) 3400-3650 (broad, strong) Major Functional Group Absorption Frequency Region O-H 3650-3590 N-H =CH-H 3500-3300 1650-1590 3100-3070 1420-1410 900-650 900-880 =C-H 3100-3000 2000-1600 C-H 2900-2700 1440-1320 =-CH3 2880-2860 2970-2950 1380-1370 1470-1430 O-H 2700-2500 1320-1210 950-900 C=C 2140-2100 C=O 1750-1700 C=C 1600-1500 C-N 1340-1250 C-O-C 1200-1180 -C-H 770-730
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