Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN: 9780618974122
Author: Andrei Straumanis
Publisher: Cengage Learning
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Chapter 3, Problem 12CTQ
Interpretation Introduction
Interpretation: Lewis structure that corresponds to orbital description shown below should be drawn.
Concept introduction: Lewis structures depict covalent bonds and describe valence electrons are present in the molecule.
The sequence that leads to Lewis structure of the molecule is as follows:
- Identify central atom and arrange various other atoms around it. This atom so chosen is the least electronegative one.
- Estimate the total valence electrons.
- Firstly place single bond between each pair.
- The remaining electrons can be allocated lone pairs to satisfy the octet rule for each atom.
Bonds formed due to head-to-head overlap are termed sigma bond while ones formed by sideways or lateral overlap are named pi-bonds.
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Part II. Given two isomers: 2-methylpentane (A) and 2,2-dimethyl butane (B) answer the following:
(a) match structures of isomers given their mass spectra below (spectra A and spectra B)
(b) Draw the fragments given the following prominent peaks from
each spectrum:
Spectra A m/2 =43 and 1/2-57
spectra B m/2 = 43
(c) why is 1/2=57 peak in spectrum A more intense compared
to the same peak in spectrum B.
Relative abundance
Relative abundance
100
A
50
29
29
0
10
-0
-0
100
B
50
720
30
41
43
57
71
4-0
40
50
60 70
m/z
43
57
8-0
m/z = 86
M
90 100
71
m/z = 86
M
-O
0
10 20 30
40 50
60
70
80
-88
m/z
90
100
Part IV. C6H5 CH2CH2OH is an aromatic compound which was subjected to Electron Ionization - mass
spectrometry (El-MS) analysis. Prominent m/2 values: m/2 = 104 and m/2 = 9) was obtained.
Draw the structures of these fragments.
For each reaction shown below follow the curved arrows to complete each equationby showing the structure of the products. Identify the acid, the base, the conjugated acid andconjugated base. Consutl the pKa table and choose the direciton theequilibrium goes. However show the curved arrows. Please explain if possible.
Chapter 3 Solutions
Organic Chemistry: A Guided Inquiry
Ch. 3 - Prob. 1CTQCh. 3 - What neutral atom is represented by the electron...Ch. 3 - Prob. 3CTQCh. 3 - Consider any one of the four identical hybrid...Ch. 3 - Prob. 5CTQCh. 3 - Prob. 6CTQCh. 3 - Prob. 7CTQCh. 3 - Prob. 8CTQCh. 3 - Prob. 9CTQCh. 3 - Prob. 10CTQ
Ch. 3 - On the left side of Figure 3.6, label the areas...Ch. 3 - Prob. 12CTQCh. 3 - Prob. 13CTQCh. 3 - Prob. 14CTQCh. 3 - Prob. 15CTQCh. 3 - Now consider the fully formed molecule on the...Ch. 3 - Prob. 1ECh. 3 - Explain why the two molecules below cannot...Ch. 3 - Prob. 3ECh. 3 - Consider the incomplete orbital representation of...Ch. 3 - Consider the following orbital representation of...Ch. 3 - Summarize how one determines the hybridization...Ch. 3 - Explain what is wrong with each of the following...Ch. 3 - Prob. 8ECh. 3 - Prob. 9ECh. 3 - Complete the following tables, and memorize their...Ch. 3 - Draw orbital representations of bonding in water...Ch. 3 - Draw electron configuration diagrams for carbon in...Ch. 3 - Prob. 13E
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