Organic Chemistry, 9th Edition
By John E. McMurry
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, Table of Content
1. Structure and Bonding; Acids and Bases.
2. The Nature of Organic Compounds: Alkanes.
3. The Nature of Organic Reactions: Alkenes.
4. Reactions of Alkenes and Alkynes.
5. Aromatic Compounds.
6. Stereochemistry.
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7. Alkyl Halides.
8. Alcohols, Phenols, and Ethers.
9. Aldehydes and Ketones: Nucleophilic Addition Reactions.
10. Carboxylic Acids and Derivatives.
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11. Carbonyl Alpha-Substitution Reactions and Condensation Reactions.
12. Amines.
INTERLUDE: THE ROADMAP OF CHEMICAL REACTIONS.
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13. Structure Determination.
14. Biomolecules: Carbohydrates.
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15. Biomolecules: Amino Acids, Peptides, and Proteins.
16. Biomolecules: Lipids and Nucleic Acids.
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17. The Organic Chemistry of Metabolic Pathways.
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,Chapter 1-Structure and Bonding:Acids and Bases
1. How many total valence electrons are represented in the following electron configuration?
1s22s22px2 2py2 2pz1 or 1s22s22p5
a. 1
b. 3
c. 5
d. 7
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e. 9
ANS: D
Instructions: Write valid Lewis (electron-dot) structures for each formula below. Show all electrons
as dots and show all nonbonding electrons.
2. Write:
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CH3CH2OH ethanol
ANS:
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3. The structure of urea is shown below. Fill in any nonbonding valence electrons that are missing from
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the line-bond structure.
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ANS:
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Instructions: Determine the hybridization for the indicated atoms in each structure below.
4. Refer to instructions. The hybridization of carbon atom A is _____.
ANS: sp2
, 5. Refer to instructions. The hybridization of carbon atom B is _____.
ANS:
sp
6. How many nonbonding electron pairs are in the structure shown below?
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a. 2
b. 4
c. 6
d. 8
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e. none of these
ANS: B
7. The molecular formula C2H4O can be converted into three-line bond (Kekulé) structures that are
consistent with valence rules. Which one of the following Kekulé structures is not consistent with
valence rules?
a.
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b.
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c.
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d.
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ANS: D