Fundamentals of Organic Chemistry
John E. McMurry
7th Edition
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,Table of Contents
Chapter 1. Chemical Bonding and Molecular Structure
Chapter 2. Families of Carbon Compounds: Functional Groups, Intermolecular Forces, and
Infrared (IR) Spectroscopy
Chapter 3. Acids and Bases: A Review of Fundamentals
Chapter 4. Alkanes and Cycloalkanes: Introduction to Hydrocarbons
Chapter 5. Stereochemistry: Chiral Molecules
Chapter 6. Ionic Reactions—Nucleophilic Substitution and Elimination Reactions of Alkyl
Halides
Chapter 7. Alkenes and Alkynes I: Properties and Synthesis. Elimination Reactions of Alkyl
Halides
Chapter 8. Alkenes and Alkynes II: Addition Reactions
Chapter 9. Nuclear Magnetic Resonance (NMR) Spectroscopy
Chapter 10. Radical Reactions
Chapter 11. Alcohols and Ethers
Chapter 12. Alcohols from Carbonyl Compounds: Oxidation-Reduction and Organometallic
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Compounds
Chapter 13. Conjugated Unsaturated Systems
Chapter 14. Aromatic Compounds
Chapter 15. Reactions of Aromatic Compounds
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Chapter 16. Aldehydes and Ketones—Nucleophilic Addition to the Carbonyl Group
Chapter 17. Carboxylic Acids and Their Derivatives—Nucleophilic Acyl Substitution
Chapter 18. Carboxylic Acids and Their Derivatives—Reactions and Syntheses
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Chapter 19. Amines and Related Nitrogen Compounds
Chapter 20. Spectroscopy and Structure Determination
Chapter 21. Biomolecules: Carbohydrates, Amino Acids, Peptides, Proteins, and Nucleic
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Acids
,Chapter 1-Structure and Bonding: Acids and Bases
1. How many total valence electrons are represented in the following electron configuration?
1s22s22px 2 2py2 2pz1 or 1s22s22p5
a. 1
b. 3
c. 5
d. 7
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
the line-bond structure.
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ANS:
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?
a. 2
b. 4
c. 6
d. 8
e. none of these
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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
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valence rules?
a.
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b.
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c.
d.
ANS: D