Consider the reaction below and answer the question below the reaction. A student performed a synthesis of ethyl 4-aminobenzoate (C) as shown in the reaction above. The student added 1.20 g of 4-aminobenzoic acid and 12.0 mL of ethanol together in the presence of sulfuric acid. The reaction mixture was heated to reflux for a period of 45 minutes. H₂N ~OH 4-aminobenzoic acid MM 137.14 g/m ol A + CH3CH₂OH ethanol MM 46.10 g/mol H+ C-H (aliphatic): 3100 cm-¹ -1 N-H: 2500 cm¯1 H₂N C-H (aromatic): 2650 cm-¹ C=O: 1730 cm-1 all of the above OCH₂CH3 + H₂O B Identify the peaks that you would expect to see in the IR spectrum for ethyl 4- aminobenzoate. Note that both the peak and the wavenumber must be correct. ethyl 4-aminobenzoate MM 165.19 g/mol с

Organic Chemistry
8th Edition
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Chapter20: Dienes, Conjugated Systems, And Pericyclic Reactions
Section: Chapter Questions
Problem 20.27P
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Consider the reaction below and answer the question below the reaction. A student
performed a synthesis of ethyl 4-aminobenzoate (C) as shown in the reaction above.
The student added 1.20 g of 4-aminobenzoic acid and 12.0 mL of ethanol together in
the presence of sulfuric acid. The reaction mixture was heated to reflux for a period
of 45 minutes.
H₂N
OH
4-aminobenzoic acid
MM 137.14 g/m ol
A
+ CH3CH₂OH
ethanol
MM 46.10 g/mol
H+
C-H (aliphatic): 3100 cm¯
-1
N-H: 2500 cm¯1
or
ethyl 4-aminobenzoate
MM 165.19 g/mol
с
C-H (aromatic): 2650 cm-¹
C=O: 1730 cm-1
all of the above
H₂N
B
Identify the peaks that you would expect to see in the IR spectrum for ethyl 4-
aminobenzoate. Note that both the peak and the wavenumber must be correct.
OCH₂CH3 + H₂O
Transcribed Image Text:Consider the reaction below and answer the question below the reaction. A student performed a synthesis of ethyl 4-aminobenzoate (C) as shown in the reaction above. The student added 1.20 g of 4-aminobenzoic acid and 12.0 mL of ethanol together in the presence of sulfuric acid. The reaction mixture was heated to reflux for a period of 45 minutes. H₂N OH 4-aminobenzoic acid MM 137.14 g/m ol A + CH3CH₂OH ethanol MM 46.10 g/mol H+ C-H (aliphatic): 3100 cm¯ -1 N-H: 2500 cm¯1 or ethyl 4-aminobenzoate MM 165.19 g/mol с C-H (aromatic): 2650 cm-¹ C=O: 1730 cm-1 all of the above H₂N B Identify the peaks that you would expect to see in the IR spectrum for ethyl 4- aminobenzoate. Note that both the peak and the wavenumber must be correct. OCH₂CH3 + H₂O
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