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Lab Questions. Esterification

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Chemistry
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Homework
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1. List the starting materials, solvent, reagent, temperature range (low, room temp, or
high) and products formed:
Benzoic acid, ethanol, sulfuric acid at high temperature to form ethyl benzoate.
2. How long did it take to finish the reaction?
It takes 40 minutes for the starting material to complete the reaction, as indicated by TLC.
3. List any important IR peaks (If no noteworthy peaks, answer “none”).
FTIR
3000-2900 cm
-1
: C-H bond stretch
1450; 1600 cm
-1
: C=C aromatic bond stretch
1700 cm
-1
: C=O bond stretch
1250 cm
-1
: C-O bond stretch
4. Are there any IR peaks NOT PRESENT that indicate the product was formed?
(Hint: think about the functional groups of the starting material and the product)
Yes, the absence of a broad mid intensity band at 3000-3500 cm
-1
indicated the absence of the
carboxylic acid and therefore that the esterification reaction was successful.
5. List the 1H NMR peaks. List the peak number, chemical shift, multiplicity (splitting
pattern), and the integration
Peak
Chemical shift
(ppm)
Multiplicity
Integration
1
8.2
m
2 H
2
7.6
m
1 H
3
7.4
m
1 H
4
4.2
q
2 H
5
1.2
t
3 H
6. List the 13C NMR peaks. List the peak number and the chemical shift.
Peak
1
2
3
4
5
6
7

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1. List the starting materials, solvent, reagent, temperature range (low, room temp, or high) and products formed: Benzoic acid, ethanol, sulfuric acid at high temperature to form ethyl benzoate. 2. How long did it take to finish the reaction? It takes 40 minutes for the starting material to complete the reaction, as indicated by TLC. 3. List any important IR peaks (If no noteworthy peaks, answer “none”). FTIR 3000-2900 cm : C-H bond stretch 1700 cm-1 : C=O bond stretch -1 1450; 1600 cm-1: C=C aromatic bond stretch 1250 cm-1: C-O bond stretch 4. Are there any IR peaks NOT PRESENT that i ...
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