An acidic liquid has a broad band at 3300 cm and a sharp band at 1710 cm-¹ in the infrared spectrum. One mole of this unknown reacts with one mole of NaOH. The ¹H NMR spectrum shows three peaks in the ratio 2:2: 1. Microanalysis gave C, 33.2 %; H, 4.6 %; C1, 32.7 %.
An acidic liquid has a broad band at 3300 cm and a sharp band at 1710 cm-¹ in the infrared spectrum. One mole of this unknown reacts with one mole of NaOH. The ¹H NMR spectrum shows three peaks in the ratio 2:2: 1. Microanalysis gave C, 33.2 %; H, 4.6 %; C1, 32.7 %.
Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
Section: Chapter Questions
Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
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Transcribed Image Text:-1
An acidic liquid has a broad band at 3300 cm and
a sharp band at 1710 cm-¹ in the infrared spectrum.
One mole of this unknown reacts with one mole of
NaOH. The ¹H NMR spectrum shows three
peaks in the ratio 2 : 2:1. Microanalysis gave C,
33.2%; H, 4.6%; C1, 32.7 %.
Part A
Deduce the structure of the unknown.
Spell out the full name of the compound.
Transcribed Image Text:The reaction of an unknown with ethanol in the presence
of a small amount of H₂SO4 leads to a compound that
smells distinctly like rum. The protondecoupled ¹³C
NMR spectrum of the product is as shown in the figure
(* =solvent). (Figure 1)
Figure
200
180 160 140
120
100
80
60
40
1 of 1
20 ppm
▼
Part A
What is the structure of the unknown ?
Spell out the full name of the compound.
Submit Request Answer
Part B
What other structure(s) would be consistent with this ¹3C NMR spectrum?
Enter your answers separated by a comma.
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