Organic Chemistry
8th Edition
ISBN: 9781305580350
Author: William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher: Cengage Learning
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Textbook Question
Chapter 14, Problem 14.7P
The so-called nitrogen rule states that if a compound has an odd number of nitrogen atoms, the value of m/z for its molecular ion will be an odd number. Why?
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Vid4Q2
Unanswered
☑
Provide IUPAC name of product in the reaction
below
A 3,4-dimethylcyclohexene
B 1,2-dimethylcyclohexane
C 1,2-dimethylcyclohexene
D 3,4-dimethylcyclohexane
H₂
Pd
5.
Use the MS data to answer the questions on the next page.
14.0
1.4
15.0
8.1
100-
MS-IW-5644
26.0
2.8
27.0
6.7
28.0
1.8
29.0
80
4.4
38.0
1.0
39.0
1.5
41.0
1.2
42.0
11.2
43.0
100.0
44.0
4.3
79.0
1.9
80.0
2.6
Relative Intensity
40
81.0
1.9
82.0
2.5
93.0
8.7
20-
95.0
8.2
121.0
2.0
123.0
2.0
136.0
11.8
0
138.0
11.5
20
40
8.
60
a.
Br
- 0
80
100
120
140
160
180
200
220
m/z
Identify the m/z of the base peak and molecular ion.
2
b.
Draw structures for each of the following fragments (include electrons and charges): 43.0, 93.0,
95.0, 136.0, and 138.0 m/z.
C.
Draw a reasonable a-fragmentation mechanism for the fragmentation of the molecular ion to
fragment 43.0 m/z. Be sure to include all electrons and formal charges.
6. Using the values provided in Appendix E of your lab manual, calculate the monoisotopic mass for the pyridinium
ion (CsH6N) and show your work.
None
Chapter 14 Solutions
Organic Chemistry
Ch. 14.2 - Calculate the nominal mass of each ion. Unless...Ch. 14.3 - Propose a structural formula for the cation at m/z...Ch. 14.3 - The low-resolution mass spectrum of 2-pentanol...Ch. 14 - Draw acceptable Lewis structures for the molecular...Ch. 14 - The molecular ion for compounds containing only C,...Ch. 14 - For which compounds containing a heteroatom (an...Ch. 14 - The so-called nitrogen rule states that if a...Ch. 14 - Prob. 14.8PCh. 14 - Prob. 14.9PCh. 14 - Prob. 14.10P
Ch. 14 - Determine the probability of the following in a...Ch. 14 - The molecular ions of both C5H10S and C6H14O...Ch. 14 - Prob. 14.13PCh. 14 - Carboxylic acids often give a strong fragment ion...Ch. 14 - For primary amines with no branching on the carbon...Ch. 14 - Prob. 14.16PCh. 14 - A characteristic peak in the mass spectrum of most...Ch. 14 - Predict the relative intensities of the M and M +...Ch. 14 - The mass spectrum of compound A shows the...Ch. 14 - The mass spectrum of compound B, a colorless...Ch. 14 - Write molecular formulas for the five possible...Ch. 14 - Write molecular formulas for the five possible...Ch. 14 - The molecular ion in the mass spectrum of...Ch. 14 - Prob. 14.24PCh. 14 - Following is the mass spectrum of 1-bromobutane....Ch. 14 - Following is the mass spectrum of...Ch. 14 - Following is the mass spectrum of an unknown...Ch. 14 - Following is the mass spectrum of...Ch. 14 - Prob. 14.29PCh. 14 - Following are mass spectra for the constitutional...Ch. 14 - 2-Methylpentanal and 4-methyl-2-pentanone are...Ch. 14 - Prob. 14.32PCh. 14 - Account for the presence of the following peaks in...Ch. 14 - All methyl esters of long-chain aliphatic acids...Ch. 14 - Propylbenzene, C6H5CH2CH2CH3, and isopropyl...Ch. 14 - Account for the formation of the base peaks in...Ch. 14 - Prob. 14.37PCh. 14 - Prob. 14.38P
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