Study Page for Wade 9th Edition
If you are studying a particular chapter in Organic Chemistry, 9th Ed. by L. G. Wade, the links below cite what lessons in the Primer to read and then there is a link to a playlist to see explained practice problems for each chapter. You can read the Primer before, after, or instead of reading the chapter. You'll have to see what works best for you and assess how much time you have. The Primer reading is WAY shorter than the text book reading if you are in a time crunch and you need to hit some of the high points.
Chapter 1
18 pages to read in the Primer
Lessons I.1 (3 p) Representation of Structure
Lesson I.2 (5 p) Polarity, Dipoles, Formal Charge
Lesson I.3 (2 p) Intermol. Forces, B.P. and M.P.
Lesson I.6 (4 p) Hybridization
Lesson 1.7 (4 p) Resonance
Step 2: Watch Videos
Explained Problems on Proton Guru Channel
Chapter 2
Step 2: Watch Videos
Explained Problems on Proton Guru Channel
16.5 pages to read in the Primer
Lesson I.4.2 (2.5 p) Functional Groups
Lesson I.5 (4 p) Arrow-Pushing
Lesson I.8 (4 p) Applying Arrow-Pushing
Lesson I.9 (2 p) Acids and Bases Definitions
Lesson 1.10 (4 p) Predict Acid/Base Strength
Chapter 3
14 pages to read in the Primer
Lesson I.14 (6 p) Naming Molecules
Lesson I.15 (3 p) Conformers of Ethane/Butane
Lesson I.16 (5 p) Cycloalkanes and Chair Cyclohexane
Step 2: Watch Videos
Explained Problems on Proton Guru Channel
Note: Wade Chapter 2 covers functional groups but not Nucleophiles/Electrophiles. So, you can skip over the problems about nucleophiles/electrophiles in Video Lesson I.4 in this Playlist
Note: Wade Chapter 3 covers naming alkanes but not alcohols or alkyl halides. So, you can skip over the problems about nucleophiles/electrophiles in Video Lesson I.14 in this Playlist
Chapter 4
Step 2: Watch Videos
Explained Problems on Proton Guru Channel
18 pages to read in the Primer
Lesson I.11.1-2 (3 p) Stability of Cations, Radicals
Lesson I.12 (3 p) Equilibrium and Spontaneous Reactions
Lesson I.13 (4 p) Rxn Diagrams and Rates
Lesson III.1 (7 p) Naming Alkenes
Chapter 5
Note: Wade Chapter 4 covers stability of cations/radicals but not of alkenes. So, you can skip over the problems about alkene stability in Video Lesson I.11 in this Playlist
Step 2: Watch Videos
Explained Problems on Proton Guru Channel
9 pages to read in the Primer
Lesson I.17 (2 p) Chirality
Lesson I.18 (4 p) Assigning R- and S-
Lesson I.19 (1 p) Fischer Projections
Lesson I.20 (2 p) Enantiomers, Diastereomers, Meso
Chapter 6
13 pages to read in the Primer
Lesson II.2 (4 p) Nucleophiles and Bases
Lesson II.3-5 (9 p) Substitution Rxn of RX
Step 2: Watch Videos
Explained Problems on Proton Guru Channel
Chapter 7
14.5 pages to read in the Primer:
Lesson I.11.3 (1.5 p) Stability of Alkenes
Lesson II.6-9 (10 p) Elimination Rxn of RX
Lesson II.10 (3 p) SN1 SN2 E1 and E2 Compete
Step 2: Watch Videos
Explained Problems on Proton Guru Channel
Chapter 8
34 pages to read in the Primer:
Sounds like a lot, but once you do the 15 page intro, it's only 3-5 pages to learn each reaction with detailed examples.
These are all Alkene Reactions; there are a lot to learn here
Lesson III.3-5 (12 p) Hydration and Rxn with HX
Lesson III.6 (5 p) Halogenation and Halohydrins
Lesson III.7 (5 p) Oxymercuration
Lesson III.8 (5 p) Cyclopropanation and Epoxidation
Lesson III.9 (3 p) Hydroboration/Oxidation
Lesson III.10 (4 p) Ozonolysis and Vicinal Diols
Step 2: Watch Videos
Explained Problems on Proton Guru Channel
Chapter 9
21 pages to read in the Primer:
These are all Alkyne Reactions/Naming Alkynes
Lesson III.11 (2 p) Naming Alkynes
Lesson III.12 (5 p) Rxn with X2 or HX
Lesson III.13 (4 p) Reducing Alkyne to Alkane or Alkene
Lesson III.14-15 (7 p) Carbonyl Formation and Tautomers
Lesson III.16 (3 p) Acetylide Anion as a Nucleophile
Step 2: Watch Videos
Explained Problems on Proton Guru Channel
Chapter 10
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Explained Problems on Proton Guru Channel
11 pages to read in the Primer:*
Lesson V.1-2 (6 p) Grignard Reagents and RLi Species
Lesson V.3 (1 p) Gilman (LiCuR2) Reagents
Lesson V.4 (2 p) Metal Hydrides
Lesson V.5 (2 p) Nucleophilic Rxn of R-M and H-M
*Note: these are usually organic 2 topics, so they are in Organic Chemistry 2 Primer
Chapter 11
Step 2: Watch Videos
Explained Problems on Proton Guru Channel
8 pages to read in the Primer:
Lesson II.11 (4 p) Subst/Elim of ROH
Lesson II.12 (1 p) Oxidation and Reduction
Lesson II.13 (3 p) Oxidation of Alcohols
Chapter 12
5 pages to read, then 15 spectra to solve with answers in the Primer:
Lesson VII.3-4 (5 p) Intro to IR Spectroscopy
Lesson VIII.2: Practice IR Solving
Lesson VIII.3: Solutions to IR Practice
Step 2: Watch Videos
Explained Problems on Proton Guru Channel
Chapter 13
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Explained Problems on Proton Guru Channel
9 pages to read, then 15 spectra to solve with answers in the Primer:
Lesson VII.5 (4 p) Intro to NMR Spectrometry
Lesson VII.6(2 p) Carbon-13 NMR Spectrometry
Lesson VII.7 (3 p) Proton NMR Spectrometry
Lesson VIII.4 Practice Proton NMR Solving
Lesson VIII.5 Solutions to Proton NMR Practice
Chapter 14
Step 2: Watch Videos
Explained Problems on Proton Guru Channel
5 pages to read in the Primer:
Lesson II.14 (3 p) Acid Cleavage of Ethers
Lesson II.15 (2 p) Ring-Opening of Epoxides
Chapter 15
16 pages to read in the Primer:
Lesson IV.1 (3 p) Pi Conjugation
Lesson IV.2 (4 p) Addition to Conjugated Dienes
Lesson IV.3 (3 p) Diels-Alder Rxn
Lessons VII.1-2 (6 p) UV/vis Spectroscopy
Step 2: Watch Videos
Explained Problems on Proton Guru Channel
More Chapters Coming in Time for Organic 2 in Spring 2019!