Experimental Organic Chemistry: A Miniscale & Microscale Approach (Cengage Learning Laboratory Series for Organic Chemistry)
6th Edition
ISBN: 9781305080461
Author: John C. Gilbert, Stephen F. Martin
Publisher: Brooks Cole
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Chapter 9.3, Problem 13E
Interpretation Introduction
Interpretation: The absorption in the spectra which denote the presence of this ring is to be described by considering the IR spectra of compound 8-11 all contain a phenyl ring.
Concept introduction: IR spectra absorbs specific type of
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1) They were given a mysterious chemical by ASP Rinuprasad, coded as Compound X, which was
believed to be a forbidden drug smuggled through KLIA airport. Little they know about the chemical
from the convict. As competent officers, together they decided to run several spectroscopic and
analytical tests to determine the molecular structure of Compound X. They managed to obtain the
spectra and data of IR, 'H NMR (400 MHz in CDCI 3), 13C and DEPT (100.6 MHz in CDC13), COSY,
HMQC, HMBC, mass spectrometry and elemental analyses.
Determine the molecular structure and name of Compound X.
IR SPECTRUM
2.5
100
3.0
4.0
5,0
6.0
7.0
8.0
9.0 10
12
15
2000
avenumber cm 1500
000
1000
1Η ΝMR
7.50
7.45
7.40
7.35
7.30
7.25
7.20
7.15
7.10
7.05
7.00
55 50
1.5
100
9.5
9.0
8.5
8.0
7.5
7.0
65
60
4.5
35
3.0
2.5
20
10
0.5
ORGANIC CHEMISTRY
PLEASE EXPLAIN, SEE PHOTO:
A compound, with molecular formula C5H10Br2 displays the following 13C NMR along with the DEPT-90 and DEPT-135 13C NMR spectra. Identify the structure of this compound. Please annotate each of the spectra, explaining what each signal or absence of signal means and the information obtained from each.
The 1H and 13C NMR spectra of compound A, C8H9Br are shown below. Answer the following questions.
1(a) Degree of the unsaturation of this compound is = ,
1(b) The derived unsaturation number indicates that compound has ............=
1(c) Two peaks in between 6.5 - 8.0 δ indicate that compound is=
1(d) According to the splitting pattern of the peak at 1.20 δ and 2.58 δ indicates that compound has a .................. group=
1(e) According to the 1H NMR spectrum the number of nonequivalent aromatic proton sets in the compound =
1(f) According to the 13C NMR, the number of nonequivalent carbons in the compound is =
1(g) According to your answer in Q 1(f) the compound has a plane of symmetry Yes or NO =
1(h) The IUAC name for this unknown compound isNOT TOO SURE ABOUT MY ANSWERS, PLEASE CORRECT ME IF I'M WRONG
Chapter 9 Solutions
Experimental Organic Chemistry: A Miniscale & Microscale Approach (Cengage Learning Laboratory Series for Organic Chemistry)
Ch. 9.2 - Prob. 1ECh. 9.2 - Prob. 2ECh. 9.2 - Prob. 3ECh. 9.2 - Prob. 4ECh. 9.2 - Prob. 5ECh. 9.2 - Prob. 6ECh. 9.2 - Prob. 7ECh. 9.2 - Prob. 8ECh. 9.2 - Prob. 9ECh. 9.2 - Prob. 10E
Ch. 9.2 - Prob. 11ECh. 9.2 - Prob. 12ECh. 9.2 - Prob. 13ECh. 9.2 - Prob. 14ECh. 9.2 - Prob. 15ECh. 9.2 - Prob. 16ECh. 9.2 - Prob. 17ECh. 9.2 - Prob. 18ECh. 9.2 - Prob. 19ECh. 9.2 - Prob. 20ECh. 9.2 - Prob. 21ECh. 9.2 - Prob. 22ECh. 9.2 - Prob. 23ECh. 9.2 - Prob. 24ECh. 9.3 - Prob. 1ECh. 9.3 - Prob. 2ECh. 9.3 - Prob. 3ECh. 9.3 - Prob. 4ECh. 9.3 - Prob. 5ECh. 9.3 - Prob. 6ECh. 9.3 - Prob. 7ECh. 9.3 - Prob. 8ECh. 9.3 - Prob. 9ECh. 9.3 - Prob. 10ECh. 9.3 - Prob. 11ECh. 9.3 - Prob. 12ECh. 9.3 - Prob. 13ECh. 9.3 - Prob. 14E
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