7. The IR and the ¹H NMR spectra of an unknown with a molecular formula of CsH₁5NO₂ are shown below. The questions that follow will guide you in the determination of its structure. F 1. D # D с B a. Determine the degree of unsaturation. Show your calculation. A U t b. Analyze three significant bands in the IR spectra and conclude on the existing functions. le 14 31 4/15

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter13: Structure Determination: Nuclear Magnetic Resonance Spectroscopy
Section13.SE: Something Extra
Problem 56GP: Long-range coupling between protons more than two carbon atoms apart is sometimes observed when ...
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Signal
A
B
с
D
E
F
Practice q # 7
7. The IR and the ¹H NMR spectra of an unknown with molecular formula of C8H₁5NO₂ are
shown below. The questions that follow will guide you in the determination of its structure.
1925 26 27 28 29
8 (ppm)
a. Determine the degree of unsaturation. Show your calculation.
c. Analyze the ¹H NMR spectral data in the table below.
Integral Multi-
-tion plicity
3H
1.95
2.30
b. Analyze three significant bands in the IR spectra and conclude on the existing functions.
2.62
4.26
5.56
6.11
6H
2H
F D
2H
1H
1H
S
S
t
t
ㅁ
d
d
C
Comments
B
A
d. Draw the final structure of the unknown in this box below.
Final Structure
4/15
Transcribed Image Text:Signal A B с D E F Practice q # 7 7. The IR and the ¹H NMR spectra of an unknown with molecular formula of C8H₁5NO₂ are shown below. The questions that follow will guide you in the determination of its structure. 1925 26 27 28 29 8 (ppm) a. Determine the degree of unsaturation. Show your calculation. c. Analyze the ¹H NMR spectral data in the table below. Integral Multi- -tion plicity 3H 1.95 2.30 b. Analyze three significant bands in the IR spectra and conclude on the existing functions. 2.62 4.26 5.56 6.11 6H 2H F D 2H 1H 1H S S t t ㅁ d d C Comments B A d. Draw the final structure of the unknown in this box below. Final Structure 4/15
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