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Organic Chemistry: A Guided Inquiry

✍ Scribed by Andrei Straumanis


Publisher
Cengage Learning
Year
2008
Tongue
English
Leaves
526
Edition
2nd
Category
Library

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✦ Synopsis


Organic Chemistry, A Guided Inquiry is designed for use as a supplement to a traditional text to encourage active and collaborative learning in the classroom. A companion to full-year organic chemistry courses, this student activity book incorporates new methods for teaching chemistry that reflect current research on how students learn. The purpose of the guided inquiry approach is to teach students to think analytically and collaboratively in teams, like scientists do, rather than teaching them to memorize important conclusions arrived at by great scientists of the past. By looking carefully at new problems, constructing logical conclusions based on observations, and discussing the merits of their conclusions with peers, students develop a stronger conceptual understanding of and appreciation for the material. Honing their logical and empirical skills enables students to better pursue not only chemistry, but any other complex sets of ideas.

✦ Table of Contents


Front Cover......Page 1
Title Page......Page 2
Copyright......Page 3
Contents......Page 14
Intro: Organic Chemistry: a Guided Inquiry......Page 18
1 Bond Angles and Shape......Page 25
2 Lewis Structures......Page 33
3 Electron Orbitals......Page 42
Part A: Boiling a Liquid to Form a Gas......Page 52
Part B: H[sup(+)] Transfer Reactions......Page 57
Part C: Acid-Base Reactions & pK[sub(a)]......Page 62
Part A: Drawing Resonance Structures......Page 74
Part B: Resonance Stabilization......Page 79
NW1 Nomenclature Worksheet 1: Naming Alkanes & Cycloalkanes......Page 90
Part A: Conformers of Alkanes......Page 96
Part B: Constitutional Isomers......Page 101
Part C: Alkene Stereoisomers (E/Z & trans/cis)......Page 105
Part A: Cis and Trans Rings......Page 115
Part B: Cyclohexane Chair Conformation......Page 118
NW2 Nomenclature Worksheet 2: Intro to Naming Functional Groups......Page 126
Part A: Addition of Hβ€”X to a π Bond......Page 132
Part B: Hydration = Addition of H[sub(2)]O to a π Bond......Page 137
Part A: Bromonium Ion......Page 148
Part B: Epoxides......Page 151
Part A1: Hydroboration/Oxidation......Page 157
Part A2: Catalytic Hydrogenation......Page 159
Part B: Other Oxidation Reactions......Page 161
11 Addition to Alkynes......Page 169
Part A: Chirality......Page 176
Part B: Absolute Configuration......Page 182
Part A: One-step Nucleophilic Substitution......Page 191
Part B: Using pK[sub(a)] to Predict S[sub(N)]2 Reaction Outcomes......Page 195
Part C: Substitution at 2° and 3° Electrophilic Carbons......Page 200
Part D: Factors Affecting S[sub(N)]1 vs. S[sub(N)]2......Page 205
Part A: Two-Step Elimination (E1)......Page 218
Part B: One-Step Elimination (E2)......Page 223
Part C: Stereochemistry of E2 Reactions......Page 229
Part A: Radical Halogenation of Alkanes......Page 242
Part B: Anti-Markovnikov Addition of HBr to a π Bond......Page 248
Part A: Retrosynthesis......Page 256
Part B: Lithium and Grignard Reagents......Page 261
Part C: Lithium Dialkyl Cuprate Reagents......Page 266
L1 Infrared Spectroscopy......Page 278
L2 Mass Spectrometry......Page 287
L3 Carbon ([sup(13)]C) NMR Spectroscopy......Page 301
L4 Proton ([sup(1)]H) NMR Spectroscopy......Page 314
17 Conjugation and Molecular Orbital (MO) Theory......Page 329
Part A: Aromaticity......Page 342
Part B: Molecular Orbital Explanation for Aromaticity......Page 347
NW3 Nomenclature Worksheet 3: Benzene Derivatives......Page 355
Part A: Electrophilic Aromatic Substitution (EAS)......Page 358
Part B: Directing Effects of Electron Donating Groups......Page 362
Part C: Resonance-Withdrawing and Donating Groups......Page 367
Part D: Friedel-Crafts (Special considerations)......Page 371
Part E: Competing Effects & Multi-substituent Rings......Page 375
20 Acidity and pK[sub(a)] of Phenols......Page 391
21 NAS: Nucleophilic Aromatic Substitution......Page 401
22 Synthesis Workshop 2......Page 410
NW4 Nomenclature Worksheet 4: Carbonyl Compounds......Page 416
Part A: Nucleophilic Addition to a Carbonyl (C=O)......Page 424
Part B: Nucleophilic Addition-Elimination......Page 429
Part C: Cyclic Acetal Protecting Groups......Page 433
Part D: Addition to α,β-Unsaturated Carbonyls......Page 437
Part A: Carboxylic Acids, Esters and Amides......Page 451
Part B: Acid Halides & Acid Anhydrides......Page 455
25 Enolate & Enol Nucleophiles......Page 467
Part A: Base-Catalyzed Aldol Reactions......Page 476
Part B: Controlling Product Formation in Aldols......Page 481
Part C: Claisen and Michael Reactions......Page 485
27 Amines......Page 498
Summary of Synthetic Transformations......Page 505
Index......Page 520
Table of pK[sub(a)] Values by Structure......Page 526

✦ Subjects


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