General, Organic, and Biological Chemistry - 4th edition
4th Edition
ISBN: 9781259883989
Author: by Janice Smith
Publisher: McGraw-Hill Education
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Chapter 15.3, Problem 15.9P
Interpretation Introduction
Interpretation:
The chiral center in 3-methyl-3-sulfanyl-1-hexanol compound should be located and both the enantiomers should be drawn.
Concept Introduction:
Compounds containing four different groups attached to them are known as chiral compound and that carbon is known as chiral carbon. The chiral carbon in given compound is represented by placing an asterisk (*) symbol over that carbon atom.
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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
Stereochemistry: Three possible answers- diastereomers, enantiomers
OH
CH₂OH
I
-c=0
21108 1101
41745 HOR
CH₂OH
IL
Но
CH₂OH
TIL
a. Compounds I and III have this relationship with each other: enantiomers
b. Compounds II and IV have this relationship with each other:
c. Compounds I and II have this relationship with each other:
d. *Draw one structure that is a stereoisomer of II, but neither a
diastereomer nor an enantiomer. (more than one correct answer)
Chapter 15 Solutions
General, Organic, and Biological Chemistry - 4th edition
Ch. 15.1 - Prob. 15.1PCh. 15.1 - Prob. 15.1PPCh. 15.1 - For trans-2-hexene: (a) draw a stereoisomer; (b)...Ch. 15.2 - Prob. 15.3PCh. 15.2 - Prob. 15.4PCh. 15.3 - Prob. 15.2PPCh. 15.3 - Prob. 15.5PCh. 15.3 - Prob. 15.6PCh. 15.3 - Prob. 15.3PPCh. 15.3 - Prob. 15.7P
Ch. 15.3 - Prob. 15.8PCh. 15.3 - Prob. 15.9PCh. 15.4 - Prob. 15.4PPCh. 15.4 - Prob. 15.10PCh. 15.4 - Prob. 15.11PCh. 15.4 - Prob. 15.12PCh. 15.5 - Prob. 15.13PCh. 15.6 - Prob. 15.5PPCh. 15.6 - Prob. 15.14PCh. 15.6 - Prob. 15.15PCh. 15.7 - Prob. 15.16PCh. 15.7 - Prob. 15.17PCh. 15.7 - Prob. 15.6PPCh. 15.7 - Prob. 15.18PCh. 15.8 - Prob. 15.7PPCh. 15.8 - Prob. 15.19PCh. 15.9 - Prob. 15.20PCh. 15 - Prob. 21PCh. 15 - Prob. 22PCh. 15 - Prob. 23PCh. 15 - Prob. 24PCh. 15 - Prob. 25PCh. 15 - Prob. 26PCh. 15 - Prob. 27PCh. 15 - Prob. 28PCh. 15 - Prob. 29PCh. 15 - Prob. 30PCh. 15 - Prob. 31PCh. 15 - Prob. 32PCh. 15 - Prob. 33PCh. 15 - Prob. 34PCh. 15 - Prob. 35PCh. 15 - Prob. 36PCh. 15 - How are the compounds in each pair related? Are...Ch. 15 - Prob. 38PCh. 15 - Prob. 39PCh. 15 - Prob. 40PCh. 15 - Prob. 41PCh. 15 - Prob. 42PCh. 15 - Prob. 43PCh. 15 - Prob. 44PCh. 15 - Prob. 45PCh. 15 - Prob. 46PCh. 15 - Prob. 47PCh. 15 - Prob. 48PCh. 15 - Prob. 49PCh. 15 - Prob. 50PCh. 15 - (a) Define the terms “optically active” and...Ch. 15 - Prob. 52PCh. 15 - Prob. 53PCh. 15 - Prob. 54PCh. 15 - Prob. 55PCh. 15 - Prob. 56PCh. 15 - Prob. 57PCh. 15 - Prob. 58PCh. 15 - Prob. 59PCh. 15 - Prob. 60PCh. 15 - Prob. 61PCh. 15 - Prob. 62PCh. 15 - Prob. 63PCh. 15 - Prob. 64PCh. 15 - Prob. 65PCh. 15 - Prob. 66PCh. 15 - Prob. 67CPCh. 15 - Prob. 68CP
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