Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN: 9780618974122
Author: Andrei Straumanis
Publisher: Cengage Learning
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Chapter 3, Problem 1E
Interpretation Introduction
Interpretation: The reason behind the representation of ethene on the left more accurate than the one on the right should be explained.
Concept introduction: Bonds formed due to head-to-head overlap are termed sigma bond while ones formed by sideways or lateral overlap are named pi-bonds.
In ethylene,
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Construct a model in which a tetrahedral carbon atom has four different colored model atoms attached to it- red, green, orange and white representing 4 different atoms attached to the central atom.
a) Does the atom have a plane of symmetry? why or why not?
b) Now replace the green atom in your model with a second orange atom. Now two of the groups attached to the carbon atom are identical. Does the model now have a plane of symmetry? Describe it.
c)A carbon atom has four different groups attached to the stereogenic center. Draw structural formulas for the following compound and mark stereogenic centers with as asterisk: 1-bromobutane, 2-bromobutane, 1,2-dibromobutane, 1,4-dibromobutane, 2,3-dibromobutane.
Check the box under each structure in the table that is an enantiomer of the molecule shown below. If none of them are, check the none of the above box under
the table.
... OH
Molecule 1
OH
Molecule 4
HO
none of the above
Molecule 2
U
Molecule 5
HO..
OH
□
Molecule 3
OH
O
Molecule 6
HO
x
PS4-8. Which compound is more stable? Explain your reasoning by drawing the molecules in chair form.
PS4-9. Draw the Newman projection of the following molecule down the C1-C6 and C3-C4 bonds in chair
form. Flip the chair and draw the Newman projection of the other conformer. Circle the most stable
conformer.
C6
or
5
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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