Organic Chemistry 5th edition


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  • 1: Electronic Structure and Bonding - Acids and Bases (27)
  • 2: An Introduction to Organic Compounds: Nomenclature, Physical Properties, and Representation of Structure (32)
  • 3: Alkenes: Structure, Nomenclature and an Introduction to Reactivity - Thermodynamics and Kinetics (18)
  • 4: The Reactions of Alkenes (19)
  • 5: Stereochemistry: The Arrangement of Atoms in Space; The Stereochemistry of Addition Reactions (34)
  • 6: The Reactions of Alkynes - An Introduction to Multistep Synthesis (16)
  • 7: Delocalized Electrons and their Effect on Stability, Reactivity, and pKa - More About Molecular Orbital Theory (9)
  • 8: Substitution Reactions of Alkyl Halides (14)
  • 9: Elimination Reactions of Alkyl Halides; Competition Between Substitution and Elimination (12)
  • 10: Reactions of Alcohols, Amines, Ethers, Epoxides, and Sulfur-Containing Compounds, Organometallic Compounds (24)
  • 11: Radicals - Reactions of Alkanes (24)
  • 12: Mass Spectrometry, Infrared Spectroscopy, and Ultraviolet / Visible Spectroscopy (36)
  • 13: NMR Spectroscopy (4)
  • 14: Aromaticity - Reactions of Benzene (21)
  • 15: Reactions of Substituted Benzenes (12)
  • 16: Carbonyl Compounds I: Nucleophilic Acyl Substitution (53)
  • 17: Carbonyl Compounds II (39)
  • 18: Carbonyl Compounds III: Reactions at the -Carbon (40)
  • 19: More About Oxidation - Reduction Reactions (36)
  • 20: More about Amines - Heterocyclic Compounds (22)
  • 21: Carbohydrates (6)
  • 22: Amino Acids, Peptides, and Proteins (8)
  • 23: Catalysis (6)
  • 24:The Organic Mechanisms of the Coenzymes
  • 25: The Chemistry of Metabolism
  • 26: Lipids (8)
  • 27: Nucleosides, Nucleotides, and Nucleic Acids
  • 28: Synthetic Polymers (6)
  • 29: Pericyclic Reactions
  • 30: The Organic Chemistry of Drugs: Discovery and Design
The WebAssign questions for this textbook are from a set of questions developed by Dr. Kay Sandberg, an experienced organic chemistry instructor at North Carolina State University. These questions, covering the main topics in organic chemistry, have been correlated as closely as possible to the appropriate chapter in the textbook. Because these questions were not originally written for this textbook, it is recommended that you check each assigned problem to see if the material required for completing the question has been covered in your class.

Because it is customary in organic chemistry to publish a complete student solution guide for every end-of-chapter question, the student guide renders the textbook end-of-chapter questions unusable for an online homework system. Dr. Sandberg's set of questions provides an excellent solution to this problem.

A variety of response types are used in multipart questions such as fill-in-the blank, multiple choice, multiselect and numerical. Most importantly, there are many questions that require the students to draw a skeletal structure for an organic molecule using a web-based, online drawing tool in WebAssign. WebAssign grades these structures automatically, checking for stereo features, rings, chains, etc. by creating a unique SMILES string.

The question set has been extensively class-tested in multiple 200-student courses at NC State.

As often as possible, variables, numbers, or words have been randomized so that each student will receive a unique version.

You are free to duplicate a question and change it as you like for your class.
Question Group Key
kas - Kay Sandberg Question


Question Availability Color Key
BLACK questions are available now
GRAY questions are under development


Group Quantity Questions
Chapter 1: Electronic Structure and Bonding - Acids and Bases
1.P 8 014 022 035 036 066 069 072 081
1.kas 19 01 02 03 04 05 06 07 08 09 10 11 12 13 14 15 16 17 18 19
Chapter 2: An Introduction to Organic Compounds: Nomenclature, Physical Properties, and Representation of Structure
2.P 2 007 012
2.kas 30 01 02 03 04 05 06 07 08 09 10 11 12 13 14 15 16 17 18 19 20 21 22 23 24 25 26 27 28 29 30
Chapter 3: Alkenes: Structure, Nomenclature and an Introduction to Reactivity - Thermodynamics and Kinetics
3.P 2 008 033
3.kas 16 01 02 03 04 05 06 07 08 09 10 11 12 13 14 15 16
Chapter 4: The Reactions of Alkenes
4.kas 19 01 02 03 04 05 06 07 08 09 10 11 12 13 14 15 16 17 18 19
Chapter 5: Stereochemistry: The Arrangement of Atoms in Space; The Stereochemistry of Addition Reactions
5.P 5 059 063 065 072 081
5.kas 29 01 02 03 04 05 06 07 08 09 10 11 12 13 14 15 16 17 18 19 20 21 22 23 24 25 26 27 28 29
Chapter 6: The Reactions of Alkynes - An Introduction to Multistep Synthesis
6.kas 16 01 02 03 04 05 06 07 08 09 10 11 12 13 14 15 16
Chapter 7: Delocalized Electrons and their Effect on Stability, Reactivity, and pKa - More About Molecular Orbital Theory
7.P 1 041
7.kas 8 01 02 03 04 05 06 07 08
Chapter 8: Substitution Reactions of Alkyl Halides
8.kas 14 01 02 03 04 05 06 07 08 09 10 11 12 13 14
Chapter 9: Elimination Reactions of Alkyl Halides; Competition Between Substitution and Elimination
9.P 2 036 041
9.kas 10 01 02 03 04 05 06 07 08 09 10
Chapter 10: Reactions of Alcohols, Amines, Ethers, Epoxides, and Sulfur-Containing Compounds, Organometallic Compounds
10.kas 24 01 02 03 04 05 06 07 08 09 10 11 12 13 14 15 16 17 18 19 20 21 22 23 24
Chapter 11: Radicals - Reactions of Alkanes
11.kas 24 01 02 03 04 05 06 07 08 09 10 11 12 13 14 15 16 17 18 19 20 21 22 23 24
Chapter 12: Mass Spectrometry, Infrared Spectroscopy, and Ultraviolet / Visible Spectroscopy
12.P 1 057
12.kas 35 01 02 03 04 05 06 07 08 09 10 11 12 13 14 15 16 17 18 19 20 21 22 23 24 25 26 27 28 29 30 31 32 33 34 35
Chapter 13: NMR Spectroscopy
13.P 3 043 048 055
13.kas 1 01
Chapter 14: Aromaticity - Reactions of Benzene
14.kas 21 01 02 03 04 05 06 07 08 09 10 11 12 13 14 15 16 17 18 19 20 21
Chapter 15: Reactions of Substituted Benzenes
15.kas 12 01 02 03 04 06 07 08 09 10 11 12 13
Chapter 16: Carbonyl Compounds I: Nucleophilic Acyl Substitution
16.kas 53 01 02 03 04 05 06 07 08 09 10 11 12 13 14 15 16 17 18 19 20 21 22 23 24 25 26 27 28 29 30 31 32 33 34 35 36 37 38 39 40 41 42 43 44 45 46 47 48 49 50 51 52 53
Chapter 17: Carbonyl Compounds II
17.kas 39 01 02 03 04 05 06 07 08 09 10 11 12 13 14 15 16 17 18 19 20 21 22 23 24 25 26 27 28 29 30 31 32 33 34 35 36 37 38 39
Chapter 18: Carbonyl Compounds III: Reactions at the -Carbon
18.kas 40 01 02 03 04 05 06 07 08 09 10 11 12 13 14 15 16 17 18 19 20 21 22 23 24 25 26 27 28 29 30 31 32 33 34 35 36 37 38 39 40
Chapter 19: More About Oxidation - Reduction Reactions
19.kas 36 01 02 03 04 05 06 07 08 09 10 11 12 13 14 15 16 17 18 19 20 21 22 23 24 25 26 27 28 29 30 31 32 33 34 35 36
Chapter 20: More about Amines - Heterocyclic Compounds
20.kas 22 01 02 03 04 05 06 07 08 09 10 11 12 13 14 15 16 17 18 19 20 21 22
Chapter 21: Carbohydrates
21.kas 6 01 02 03 04 05 06
Chapter 22: Amino Acids, Peptides, and Proteins
22.kas 8 01 02 03 04 05 06 07 08
Chapter 23: Catalysis
23.kas 6 01 02 03 04 05 06
Chapter 24:The Organic Mechanisms of the Coenzymes
24 0  
Chapter 25: The Chemistry of Metabolism
25 0  
Chapter 26: Lipids
26.kas 8 01 02 03 04 05 06 07 08
Chapter 27: Nucleosides, Nucleotides, and Nucleic Acids
27 0  
Chapter 28: Synthetic Polymers
28.kas 6 01 02 03 04 05 06
Chapter 29: Pericyclic Reactions
29 0  
Chapter 30: The Organic Chemistry of Drugs: Discovery and Design
30 0  
Total 526