Organic Chemistry
12th Edition
ISBN: 9781118875766
Author: T. W. Graham Solomons, Craig B. Fryhle, Scott A. Snyder
Publisher: WILEY
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Question
Chapter 9, Problem 40P
Interpretation Introduction
Interpretation:
The structure of the compound that gives the spectra
Concept introduction:
Mass spectrometry is a technique used for measuring the masses of atoms and molecules with accuracy.
In a mass spectrometer, the vapor of an organic compound is bombarded with a beam of high-energy electrons that makes the neutral molecule lose an electron and converts it into a radical cation, which is known as a molecular ion. With the help of 13 C NMR the types of carbon atom can be determined and the IR spectroscopy can be used in detecting the
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Students have asked these similar questions
Deduce the structure of the compound that gives the following 1H, 13C, and IR spectra.
Assign all aspects of the 1H and 13C spectra to the structure you propose. Use letters to
correlate protons with the signals in the 1H NMR spectrum, and numbers to correlate
carbons with the signals in the 13C spectrum. The mass spectrum of this compound shows
the molecular ion at m/z 148.
6H
1H
2H 2H
1H
10
8
6
4
2
84 (ppm)
CH
CH
CH3
CH
CH
200
180
160
140
120
100
80
60
40
20
100
90
80
70
60
50
40
30
20
10
4000
3000
2000
1500
1000
500
Wavenumber (cm)
Transmittance (%)
Assign the H NMR spectra of compounds 1 and 2 and discuss their main differences and similarities. Use the numbering system 1-5 provided in the chemical structure of compound 1 and 6-12 for compound 2. And labels A-E and F-L provided for resonance signal peaks in spectra
Determine the structure of the unknown compound using the following information. Please show what information are deduced for each spectra which can help predict the structure.
From IR Spectra:
See the attached picture.
From Mass Spectra
M+ = 162
base peak = 147
peaks at 43 and 91
From Proton and Carbon NMR Spectra
See attached picture.
Chapter 9 Solutions
Organic Chemistry
Ch. 9 - Prob. 1PPCh. 9 - PRACTICE PROBLEM 9.2 What compound with molecular...Ch. 9 - PRACTICE PROBLEM 9.3
Using the method of Section...Ch. 9 - PRACTICE PROBLEM 9.4 How many signals would each...Ch. 9 - Prob. 5PPCh. 9 - Prob. 6PPCh. 9 - PRACTICE PROBLEM 9.7
The relative chemical shifts...Ch. 9 - Prob. 8PPCh. 9 - PRACTICE PROBLEM 9.9 Propose a structure for...Ch. 9 - PRACTICE PROBLEM 9.10
What is the dihedral angle...
Ch. 9 - PRACTICE PROBLEM 9.11 Draw the most stable chair...Ch. 9 - Prob. 12PPCh. 9 - PRACTICE PROBLEM 9.13 How many signals would you...Ch. 9 - Prob. 14PPCh. 9 - Prob. 15PPCh. 9 - Prob. 16PPCh. 9 - Prob. 17PPCh. 9 - PRACTICE PROBLEM 9.18
What are the expected ratios...Ch. 9 - Prob. 19PPCh. 9 - How many 1H NMR signals (not peaks) would you...Ch. 9 - How many 13C NMR signals would you predict for...Ch. 9 - Prob. 22PCh. 9 - Prob. 23PCh. 9 - Prob. 24PCh. 9 - Compound Q has the molecular formula C7H8. The...Ch. 9 - 9.26 Explain in detail how you would distinguish...Ch. 9 - Compound S (C8H16) reacts with one mole of bromine...Ch. 9 - A compound with molecular formula C4H8O has a...Ch. 9 - In the mass spectrum of 2, 6-dimethyl-4-heptanol...Ch. 9 - Prob. 30PCh. 9 - What are the masses and structures of the ions...Ch. 9 - Prob. 32PCh. 9 - Ethyl bromide and methoxybenzene (shown below)...Ch. 9 - 9.34 The homologous series of primary amines, ,...Ch. 9 - Propose a structure that is consistent with each...Ch. 9 - 9.36 Propose structures for compounds E and F....Ch. 9 - 9.37 Use the NMR and IR data below to propose a...Ch. 9 - 9.38 When dissolved in , a compound (K) with the...Ch. 9 - Compound T (C5H8O) has a strong IR absorption band...Ch. 9 - Prob. 40PCh. 9 - Deduce the structure of the compound that gives...Ch. 9 - Deduce the structure of the compound that gives...Ch. 9 - The 1H NMR spectrum of a solution of 1,...Ch. 9 - Acetic acid has a mass spectrum showing a...Ch. 9 - The 1H NMR peak for the hydroxyl proton of...Ch. 9 - The 1H NMR study of DMF (N, N-dimethylformamide)...Ch. 9 - 9.48 The mass spectra of many benzene derivatives...Ch. 9 - Prob. 49PCh. 9 - 1. Given the following information, elucidate the...Ch. 9 - Two compounds with the molecular formula C5H10O...
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- The H1H1 NMR spectrum shown corresponds to an unknown compound with the molecular formula C6H10C6H10. There are no strong IR bands between 2100 and 2300 or 3250 and 3350 cm−1. Deduce and draw the structure of the molecule that corresponds to the spectrum.arrow_forwardAn unknown compound has the formula C3H7NO2. Elucidate its structure by scrutinizing its 1H NMR spectra, shown. Specifically, label each different type of H atom in the final structure with its NMR chemical shift in ppm.arrow_forwardThe 'H NMR, 13C NMR and mass spectra of an unknown compound provide the following information: Proton NMR signals: Triplet at 1.3 ppm, ratio = 3 Multiplet at 1.9 ppm, ratio = 2 Triplet at 2.8 ppm, ratio = 2 Doublet at 7.1, ratio = 2 Doublet at 7.4, ratio = 2 Carbon NMR signals: 7 separate signals indicating the presence of 9 carbon atoms· Mass spectrum: M+ = 198; M+2 = 200; ratio 1:1 What is this unknown.compound? 2-Bromo-1-methyl-benzene Propylbenzene O 2,4,6-Trichloro-ethyl-benzene O 4-Bromo-propyl-benzene O 1-Amino-4-bromo-benzenearrow_forward
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