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- 0: Tutorials and Templates (11)
- 1: The Basics: Bonding and Molecular Structure (18)
- 2: Families of Carbon Compounds: Functional Groups, Intermolecular Forces, and Infrared (IR) Spectroscopy (15)
- 3: An Introduction to Organic Reactions and Their Mechanisms: Acids and Bases (17)
- 4: Nomenclature and Conformations of Alkanes and Cycloalkanes (31)
- 5: Stereochemistry: Chiral Molecules (16)
- 6: Ionic Reactions: Nucleophilic Substitution and Elimination Reactions of Alkyl Halides (27)
- 7: Alkenes and Alkynes I: Properties and Synthesis. Elimination Reactions of Alkyl Halides (45)
- 8: Alkenes and Alkynes II: Addition Reactions (25)
- 9: Nuclear Magnetic Resonance and Mass Spectrometry: Tools for Structure Determination (24)
- 10: Radical Reactions (11)
- 11: Alcohols and Ethers: Synthesis and Reactions (12)
- 12: Alcohols From Carbonyl Compounds: Oxidation-Reduction and Organometallic Compounds (32)
- 13: Conjugated Unsaturated Systems (20)
- 14: Aromatic Compounds (12)
- 15: Reactions of Aromatic Compounds (21)
- 16: Aldehydes and Ketones: Nucleophilic Addition to the Carbonyl Group (15)
- 17: Carboxylic Acids and Their Derivatives: Nucleophilic Addition-Elimination at the Acyl Carbon (34)
- 18: Reactions at the α Carbon of Carbonyl Compounds: enols and Enolates (13)
- 19: Condensation and Conjugate Addition Reactions of Carbonyl Compounds: More Chemistry of Enolates (10)
- 20: Amines (33)
- 21: Phenols and Aryl Halides: Nucelophilic Aromatic Substitution (18)
- 22: Carbohydrates (12)
- 23: Lipids (12)
- 24: Amino Acids and Proteins (13)
- 25: Nucleic Acids and Protein Synthesis (6)
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 and 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: The Basics: Bonding and Molecular Structure | ||
| P | 18 | 001 002 003 004 005 006 007 008 009 010 011 012 013 014 015 016 017 018 |
| Chapter 2: Families of Carbon Compounds: Functional Groups, Intermolecular Forces, and Infrared (IR) Spectroscopy | ||
| P | 15 | 001 002 003 004 005 006 007 008 009 010 011 012 013 014 015 |
| Chapter 3: An Introduction to Organic Reactions and Their Mechanisms: Acids and Bases | ||
| P | 17 (5) | 001 002 003 004 005 006 007 008 009 010 011 012 013 014 015 016 017 018 019 020 021 022 |
| Chapter 4: Nomenclature and Conformations of Alkanes and Cycloalkanes | ||
| P | 31 | 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 |
| Chapter 5: Stereochemistry: Chiral Molecules | ||
| P | 16 | 001 002 003 004 005 006 007 008 009 010 011 012 013 014 015 016 |
| Chapter 6: Ionic Reactions: Nucleophilic Substitution and Elimination Reactions of Alkyl Halides | ||
| P | 27 (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 010 011 012 013 014 015 016 017 018 019 020 021 022 023 024 025 026 027 |
| Chapter 7: Alkenes and Alkynes I: Properties and Synthesis. Elimination Reactions of Alkyl Halides | ||
| P | 45 (6) | 001 002 003 004 005 006 007 008 009 009.alt 010 011 012 013 014 015 016 016.alt 016.alt.v2 017 018 019 020 021 022 023 024 025 025.alt 026 026.alt 027 028 029 030 031 032 033 034 035 036 037 037.alt.v2 037.v2 038 039 040 041 042 043 043.alt |
| Chapter 8: Alkenes and Alkynes II: Addition Reactions | ||
| P | 25 (1) | 001 002 003 003.v2 004 005 006 007 008 009 010 011 012 013 014 015 016 017 018 019 020 021 022 023 024 025 |
| Chapter 9: Nuclear Magnetic Resonance and Mass Spectrometry: Tools for Structure Determination | ||
| P | 24 | 001 002 003 004 005 006 007 008 009 010 011 012 013 014 015 016 017 018 019 020 021 022 023 024 |
| Chapter 10: Radical Reactions | ||
| P | 11 (1) | 001 002 003 004 005 006 007 008 009 010 011 012 |
| Chapter 11: Alcohols and Ethers: Synthesis and Reactions | ||
| P | 12 (6) | 001 002 003 004 005 005.v2 006 007 008 009 010 011 012 013 014 015 015.v2 016 |
| Chapter 12: Alcohols From Carbonyl Compounds: Oxidation-Reduction and Organometallic Compounds | ||
| P | 32 (4) | 001 002 003 004 004.v2 005 006 007 008 009 010 011 012 013 014 014.v2 015 016 017 018 019 020 021 022 023 024 025 026 026.v2 027 028 029 030 031 032 033 |
| Chapter 13: Conjugated Unsaturated Systems | ||
| P | 20 (2) | 001 002 003 004 005 006 007 008 009 010 011 012 012.v2 013 014 015 016 017 018 019 020 021 |
| Chapter 14: Aromatic Compounds | ||
| P | 12 | 001 002 003 004 005 006 007 008 009 010 011 012 |
| Chapter 15: Reactions of Aromatic Compounds | ||
| P | 21 (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 |
| Chapter 16: Aldehydes and Ketones: Nucleophilic Addition to the Carbonyl Group | ||
| P | 15 (1) | 001 002 003 004 005 005.alt 006 007 008 009 010 011 012 013 014 015 |
| Chapter 17: Carboxylic Acids and Their Derivatives: Nucleophilic Addition-Elimination at the Acyl Carbon | ||
| P | 34 (1) | 001 002 003 004 005 006 006.alt 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 |
| Chapter 18: Reactions at the α Carbon of Carbonyl Compounds: enols and Enolates | ||
| P | 13 | 001 002 003 004 005 006 007 008 009 010 011 012 013 |
| Chapter 19: Condensation and Conjugate Addition Reactions of Carbonyl Compounds: More Chemistry of Enolates | ||
| P | 10 (1) | 001 002 003 004 005 006 007 008 009 010 011 |
| Chapter 20: Amines | ||
| P | 33 (1) | 001 002 003 004 005 006 007 008 009 010 011 012 013 014 015 016 017 018 019 020 021 023 024 024.v2 025 026 027 028 029 030 031 032 033 034 |
| Chapter 21: Phenols and Aryl Halides: Nucelophilic Aromatic Substitution | ||
| P | 18 | 001 002 003 004 005 006 007 008 009 010 011 012 013 014 015 016 017 018 |
| Chapter 22: Carbohydrates | ||
| P | 12 | 001 002 003 004 005 006 007 008 009 010 011 012 |
| Chapter 23: 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 24: Amino Acids and Proteins | ||
| P | 13 (3) | 001 002 003 004 005 006 007 007.alt 008 009 010 011 012 013 014 015 |
| Chapter 25: Nucleic Acids and Protein Synthesis | ||
| P | 6 | 001 002 003 004 005 006 |
| Total | 503 (49) | |