Organic Chemistry 6th edition

Textbook Cover

Paula Y. Bruice
Publisher: Pearson Education


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  • 0: Tutorials & Templates (15)
  • 1: Electronic Structure and Bonding - Acids and Bases (35)
  • 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 (13)
  • 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 (13)
  • 8: Substitution and Elimination Reactions (28)
  • 9: Elimination Reactions of Alkyl Halides; Competition Between Substitution and Elimination (32)
  • 10: Reactions of Alcohols, Amines, Ethers, Epoxides, and Sulfur-Containing Compounds (27)
  • 11: Organometallic Compounds (23)
  • 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 (15)
  • 16: Reactions of Substituted Benzenes (36)
  • 17: Carbonyl Compounds I: Reactions of Carboxylic Acids and Carboxylic Derivatives (33)
  • 18: Carbonyl Compounds II: Reactions of Aldehydes and Ketones - More Reactions of Carboxylic Acid Derivatives - Reactions of α, β- Unsaturated Carbonyl Compounds (16)
  • 19: Carbonyl Compounds III: Reactions at the α- Carbon (23)
  • 20: More about Oxidation-Reduction Reactions and Amines (18)
  • 21: More About Amines - Heterocyclic Compounds (22)
  • 22: The Organic Chemistry of Carbohydrates (12)
  • 23: The Organic Chemistry of Amino Acids, Peptides, and Proteins (13)
  • 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 (14)
  • 28: The Chemistry of Nucleic Acids (7)
  • 29: Synthetic Polymers (8)
  • 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
tutorial - Tutorials
template - Templates
P - Problems


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


Group Quantity Questions
Chapter 0: Tutorials & Templates
0.template 12 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
0.tutorial 3 lewis.structures marvinsketch.introduction multistep.mechanism
Chapter 1: Electronic Structure and Bonding - Acids and Bases
1.P 35 001 002 003 004 005 006 007 008 009 010 011 012 013 014 015 016 017 018 019 020 021 022 023 024 025 026 027 028 029 030 031 032 033 034 035
Chapter 2: An Introduction to Organic Compounds: Nomenclature, Physical Properties, and Representation of Structure
2.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
3.P 12 001 002 003 004 005 006 007 008 009 010 011 012
Chapter 4: The Reactions of Alkenes
4.P 13 001 002 003 003.alt 004 005 006 007 008 009 010 011 012
Chapter 5: Stereochemistry: The Arrangement of Atoms in Space; The Stereochemistry of Addition Reactions
5.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
6.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
7.P 13 001 002 003 004 005 006 007 008 009 010 011 011.alt 012
Chapter 8: Substitution and Elimination Reactions
8.P 28 001 002 002.alt 003 003.alt 004 004.alt 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
9.P 32 001 002 003 003.alt 004 005 006 007 008 009 010 010.alt 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
10.P 27 001 002 003 004 005 006 007 008 009 010 011.alt 012 013 014 015 016 017 018 019 020 021 022 023 034 038A 038B 052
Chapter 11: Organometallic Compounds
11.P 23 001 002 003 004 004.alt 005 006 007 008 009 010 011 012 013 014 014.alt 015 016 017 018 019 020 020.alt
Chapter 12: Radicals - Reactions of Alkanes
12.P 9 001 002 003 004 005 006 007 008 009
Chapter 13: Mass Spectrometry, Infrared Spectroscopy, and Ultraviolet/visible Spectroscopy
13.P 12 001 002 003 004 005 006 007 008 009 010 011 012
Chapter 14: NMR Spectroscopy
14.P 15 001 002 003 004 005 006 007 008 009 010 011 012 013 014 015
Chapter 15: Aromaticity - Reactions of Benzene
15.P 15 001 002 003 004 005 006 007 008 009 010 011 012 013 014 014.alt
Chapter 16: Reactions of Substituted Benzenes
16.P 36 001 002 003 003.alt 004 005 006 007 008 009 009.alt 010 011 011.alt 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
17.P 33 001 002 003 004 005 005.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
18.P 16 001 002 003 004 005 005.alt 006 007 008 009 010 011 012 013 014 015
Chapter 19: Carbonyl Compounds III: Reactions at the α- Carbon
19.P 23 001 002 003 004 005 006 007 008 009 010 011 012 013 014 015 016 017 018 019 020 021 022 023
Chapter 20: More about Oxidation-Reduction Reactions and Amines
20.P 18 001 002 003 004 005 006 007 008 009 010 011 012 013 014 015 016 017 018
Chapter 21: More About Amines - Heterocyclic Compounds
21.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
22.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
23.P 13 001 002 003 004 005 006 007 007.alt 008 009 010 011 012
Chapter 24: Catalysis
24.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
26.P 1 001
Chapter 27: The Organic Chemistry of Lipids
27.P 14 001 002 003 003.alt 003.alt.v2 004 005 005.alt 006 007 008 009 010 011 012
Chapter 28: The Chemistry of Nucleic Acids
28.P 7 001 002 003 004 005 006 007
Chapter 29: Synthetic Polymers
29.P 8 001 002 003 003.alt 004 005 005.alt 006
Chapter 30: Pericyclic Reactions
30.P 8 001 002 003 004 005 006 007 008
Chapter 31: The Organic Chemistry of Drugs: Discovery and Design
31.P 13 001 002 003 004 005 006 007 008 009 010 011 012 013
Total 548 (1)