Organic Chemistry, 12e Study Guide/Student Solutions Manual
12th Edition
ISBN: 9781119077329
Author: T. W. Graham Solomons, Craig B. Fryhle, Scott A. Snyder
Publisher: WILEY
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Chapter 9, Problem 17PP
Interpretation Introduction
Interpretation:
The given mass spectra figures are to be matched with the given compounds.
Concept introduction:
Cleavage of a single bond produces a cation and a radical. The cation can be detected using positive ion mass spectrometry and since the radical is not charged, it will be undetected.
Chain branching or cleavage of a single bond at branch points will occur such that the carbocation formed is more stable.
Carbon-carbon bonds adjacent to atoms with unshared electron pair break readily to form carbocations that are stabilized due to resonance.
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Reagan is doing an atomic absorption experiment that requires a set of zinc standards in the 0.4-
1.6 ppm range. A 1000 ppm Zn solution was prepared by dissolving the necessary amount of
solid Zn(NO3)2 in water. The standards can be prepared by diluting the 1000 ppm Zn solution.
Table 1 shows one possible set of serial dilutions (stepwise dilution of a solution) that Reagan
could perform to make the necessary standards. Solution A was prepared by diluting 5.00 ml of
the 1000 ppm Zn standard to 50.00 ml. Solutions C-E are called "calibration standards" because
they will be used to calibrate the atomic absorption spectrometer.
Table 1: Dilutions of Zinc Solutions
Solution
Zinc Solution
Volume
Diluted Solution
Concentration
used
volume
(ppm Zn)
(mL)
(mL)
concentration
(ppm Zn)
Solution
concentration
A
1000
5.00
50.00
1.00×10²
(ppm
Zn(NO3)2)
2.90×10²
Solution
concentration
(M Zn(NO3)2
1.53×10-3
B
Solution A 5.00
100.00
5.00
C
Solution B 5.00 50.00
0.50
7.65×10-6
D
Solution B 10.00 50.00…
Chapter 9 Solutions
Organic Chemistry, 12e Study Guide/Student Solutions Manual
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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