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- 0: Tutorials & Templates (11)
- 1: Electronic Structure and Bonding - Acids and Bases (33)
- 2: An Introduction to Organic Compounds: Nomenclature, Physical Properties, and Representation of Structure (33)
- 3: Alkenes: Structure, Nomenclature and an Introduction to Reactivity - Thermodynamics and Kinetics (12)
- 4: The Reactions of Alkenes (12)
- 5: Stereochemistry: The Arrangement of Atoms in Space; The Stereochemistry of Addition Reactions (23)
- 6: The Reactions of Alkynes - An Introduction to Multistep Synthesis (12)
- 7: Delocalized Electrons and their Effect on Stability, Reactivity, and pKa - More About Molecular Orbital Theory (11)
- 8: Substitution and Elimination Reactions (24)
- 9: Elimination Reactions of Alkyl Halides; Competition Between Substitution and Elimination (28)
- 10: Reactions of Alcohols, Amines, Ethers, Epoxides, and Sulfur-Containing Compounds (19)
- 11: Organometallic Compounds (20)
- 12: Radicals - Reactions of Alkanes (9)
- 13: Mass Spectrometry, Infrared Spectroscopy, and Ultraviolet/visible Spectroscopy (12)
- 14: NMR Spectroscopy (15)
- 15: Aromaticity - Reactions of Benzene (14)
- 16: Reactions of Substituted Benzenes (34)
- 17: Carbonyl Compounds I: Reactions of Carboxylic Acids and Carboxylic Derivatives (32)
- 18: Carbonyl Compounds II: Reactions of Aldehydes and Ketones - More Reactions of Carboxylic Acid Derivatives - Reactions of α, β- Unsaturated Carbonyl Compounds (15)
- 19: Carbonyl Compounds III: Reactions at the α- Carbon (22)
- 20: More about Oxidation-Reduction Reactions and Amines (17)
- 21: More About Amines - Heterocyclic Compounds (22)
- 22: The Organic Chemistry of Carbohydrates (12)
- 23: The Organic Chemistry of Amino Acids, Peptides, and Proteins (10)
- 24: Catalysis (7)
- 25: The Organic Mechanisms of the Coenzymes: Compounds Derived from Vitamins
- 26: The Organic Chemistry of Metabolic Pathways (1)
- 27: The Organic Chemistry of Lipids (12)
- 28: The Chemistry of Nucleic Acids (6)
- 29: Synthetic Polymers (7)
- 30: Pericyclic Reactions (8)
- 31: The Organic Chemistry of Drugs: Discovery and Design (13)
The WebAssign questions for this textbook are from a collection of questions developed by Dr. Kay Sandberg, an award winning 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 chapters in this textbook. This independent question collection provides a more secure solution to online homework for organic chemistry, since most organic chemistry textbook questions have detailed solutions published in the accompanying student solution guide. However, 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. The question set has been extensively class-tested in large enrollment courses at NC State.
Question Collection Features: Questions requiring automatic assessment of student-drawn structures, including skeletal structures, Lewis structures, reaction mechanisms with electron-flow arrows ("pushing electrons"), isotopically-labeled reactions, and multi-step syntheses, use the popular MarvinSketch application. WebAssign grades these structures automatically, checking for stereo features, rings, chains, etc.
Questions requiring automatic assessment of chemical formulas and reaction equations use WebAssign's chemPad, an intuitive answer-entry palette with over 150 lines of intelligent answer feedback.
Other questions use a variety of response types, including fill-in-the-blank, multiple-choice, multiple-select and numerical entry.
Notice to Adopters of Previous Editions: Previous editions used the JME Molecular Editor to draw and automatically grade structures. This new edition upgrades that limited functionality by replacing it with the more powerful MarvinSketch application. For this new edition, we have also upgraded and increased the number of randomizations per question. Even questions using images and multiple-choice answers have been randomized where possible.
Question Group Key
| Tutorials | |
| Templates | |
| Problems |
Question Availability Color Key
| BLACK questions are available now |
| BOLD ORANGE questions are under development |
| Group | Quantity | Questions |
|---|---|---|
| Chapter 0: Tutorials & Templates | ||
| template | 9 (3) | complete.mrv condensed.mrv lewis.mrv mechanism.mrv mechanism_adv.mrv multistep.mrv reaction.mrv reaction_adv.mrv resonance.mrv skeleton.mrv skeleton_adv.mrv splitarray.mrv |
| tutorial | 2 (1) | lewis.structures marvinsketch.introduction multistep.mechanism |
| Chapter 1: Electronic Structure and Bonding - Acids and Bases | ||
| P | 33 (2) | 001 002 003 004 005 006 007 008 009 010 011 012 013 014 015 016 017 018 019 020 021 022 023 024 025 026 027 028 029 030 031 032 033 034 035 |
| Chapter 2: An Introduction to Organic Compounds: Nomenclature, Physical Properties, and Representation of Structure | ||
| P | 33 | 001 002 003 004 005 006 007 008 009 010 011 012 013 014 015 016 017 018 019 020 021 022 023 024 025 026 027 028 029 030 031 032 033 |
| Chapter 3: Alkenes: Structure, Nomenclature and an Introduction to Reactivity - Thermodynamics and Kinetics | ||
| P | 12 | 001 002 003 004 005 006 007 008 009 010 011 012 |
| Chapter 4: The Reactions of Alkenes | ||
| P | 12 (1) | 001 002 003 003.v2 004 005 006 007 008 009 010 011 012 |
| Chapter 5: Stereochemistry: The Arrangement of Atoms in Space; The Stereochemistry of Addition Reactions | ||
| P | 23 | 001 002 003 004 005 006 007 008 009 010 011 011.alt 012 013 014 015 016 017 018 019 020 021 022 |
| Chapter 6: The Reactions of Alkynes - An Introduction to Multistep Synthesis | ||
| P | 12 | 001 002 003 004 005 006 007 008 009 010 011 012 |
| Chapter 7: Delocalized Electrons and their Effect on Stability, Reactivity, and pKa - More About Molecular Orbital Theory | ||
| P | 11 (2) | 001 002 003 004 005 006 007 008 009 010 011 011.v2 012 |
| Chapter 8: Substitution and Elimination Reactions | ||
| P | 24 (7) | 001 002 002.alt 002.alt.v2 003 003.alt 003.alt.v2 004 004.alt 004.alt.v2 005 006 007 008 009 009.alt 010 011 012 013 014 015 016 017 018 019 020 021 022 023 024 |
| Chapter 9: Elimination Reactions of Alkyl Halides; Competition Between Substitution and Elimination | ||
| P | 28 (5) | 001 002 003 003.alt 004 005 006 007 008 009 010 010.alt 010.alt.v2 011 012 013 014 015 016 017 018 018.alt 019 020 021 022 023 024 025 026 027 028 029 |
| Chapter 10: Reactions of Alcohols, Amines, Ethers, Epoxides, and Sulfur-Containing Compounds | ||
| P | 19 (9) | 001 002 003 004 005 006 007 008 009 010 011 011.v2 012 013 014 015 016 017 018 019 020 021 022 023 034 038A 038B 052 |
| Chapter 11: Organometallic Compounds | ||
| P | 20 (3) | 001 002 003 004 004.v2 005 006 007 008 009 010 011 012 013 014 014.v2 015 016 017 018 019 020 020.v2 |
| Chapter 12: Radicals - Reactions of Alkanes | ||
| P | 9 | 001 002 003 004 005 006 007 008 009 |
| Chapter 13: Mass Spectrometry, Infrared Spectroscopy, and Ultraviolet/visible Spectroscopy | ||
| P | 12 | 001 002 003 004 005 006 007 008 009 010 011 012 |
| Chapter 14: NMR Spectroscopy | ||
| P | 15 | 001 002 003 004 005 006 007 008 009 010 011 012 013 014 015 |
| Chapter 15: Aromaticity - Reactions of Benzene | ||
| P | 14 (1) | 001 002 003 004 005 006 007 008 009 010 011 012 013 014 014.v2 |
| Chapter 16: Reactions of Substituted Benzenes | ||
| P | 34 (2) | 001 002 003 003.alt 004 005 006 007 008 009 009.v2 010 011 011.v2 012 013 014 015 016 017 018 019 020 021 022 023 024 025 026 027 028 029 030 031 032 033 |
| Chapter 17: Carbonyl Compounds I: Reactions of Carboxylic Acids and Carboxylic Derivatives | ||
| P | 32 (1) | 001 002 003 004 005 005.alt 006 007 008 009 010 011 012 013 014 015 016 017 018 019 020 021 022 023 024 025 026 027 028 029 030 031 032 |
| Chapter 18: Carbonyl Compounds II: Reactions of Aldehydes and Ketones - More Reactions of Carboxylic Acid Derivatives - Reactions of α, β- Unsaturated Carbonyl Compounds | ||
| P | 15 (1) | 001 002 003 004 005 005.alt 006 007 008 009 010 011 012 013 014 015 |
| Chapter 19: Carbonyl Compounds III: Reactions at the α- Carbon | ||
| P | 22 (1) | 001 002 003 004 005 006 007 008 009 010 011 012 013 014 015 016 017 018 019 020 021 022 023 |
| Chapter 20: More about Oxidation-Reduction Reactions and Amines | ||
| P | 17 (1) | 001 002 003 004 005 006 007 008 009 010 011 012 013 014 015 016 017 018 |
| Chapter 21: More About Amines - Heterocyclic Compounds | ||
| P | 22 | 001 002 003 004 005 006 007 008 009 010 011 012 013 014 015 016 017 018 019 020 021 022 |
| Chapter 22: The Organic Chemistry of Carbohydrates | ||
| P | 12 | 001 002 003 004 005 006 007 008 009 010 011 012 |
| Chapter 23: The Organic Chemistry of Amino Acids, Peptides, and Proteins | ||
| P | 10 (3) | 001 002 003 004 005 006 007 007.alt 008 009 010 011 012 |
| Chapter 24: Catalysis | ||
| P | 7 | 001 002 003 004 005 006 006.alt |
| Chapter 25: The Organic Mechanisms of the Coenzymes: Compounds Derived from Vitamins | ||
| 25 | 0 | |
| Chapter 26: The Organic Chemistry of Metabolic Pathways | ||
| P | 1 | 001 |
| Chapter 27: The Organic Chemistry of Lipids | ||
| P | 12 (4) | 001 002 003 003.alt 003.alt.v2 003.v2 004 005 005.v2 006 007 008 009 010 011 012 |
| Chapter 28: The Chemistry of Nucleic Acids | ||
| P | 6 (1) | 001 002 003 004 005 006 007 |
| Chapter 29: Synthetic Polymers | ||
| P | 7 (2) | 001 002 003 003.v2 004 005 005.alt.v2 005.v2 006 |
| Chapter 30: Pericyclic Reactions | ||
| P | 8 | 001 002 003 004 005 006 007 008 |
| Chapter 31: The Organic Chemistry of Drugs: Discovery and Design | ||
| P | 13 | 001 002 003 004 005 006 007 008 009 010 011 012 013 |
| Total | 506 (50) | |
