Minnesota State University Moorhead
Dr. Craig P. Jasperse, Chemistry
email: jasperse@mnstate.edu   Phone: (218) 477-2230   Office: Hagen 407J                             

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Organic Chemistry II Chem 360online Lectures
Test 1 Lectures /// Test 2 Lectures /// Test 3 Lectures /// Test 4 Lectures

1. These lectures, recorded during my Organic Chemistry lectures at MSUM, are roughly 50 minutes in length.
2. To see the pre-printable lecture notes used in these lectures, see the "complete class notes" or the relevant notes
linked beneath each Test listing. The preprintable practice tests are also available from the Chem360 Practice Tests Link.
3. Videos can be downloaded as mp4 files for later viewing without internet;
to enable downloading, log into Media Space with StarID (login in upper right corner of each video) or D2L

4. If you have trouble, contact Dr. Jasperse for help.

  Streaming
Videos
Sapling Topic
Test 1 Alcohol Reactions   Alcohol Synthesis and Reactions. Including Grignard/Organometallic Chem and Redox.
  Semester-Long Notes   Complete Semester-Long Notes for Printing
  Relevant Test 1 Notes   Pre-Printable Lecture Notes that Were Used in These Test 1 Lecture Movies
1

Intro-Syllabus (54 min)
Jasperse face-voice (13m)
Alcohols Lecture 1 (35m)

training
sessions,
10:1-9
1a Overview of Course, Syllabus. (54 min) (Heh heh, syllabus overview was only 13 min in face-to-face course!)
1b Jasperse personal introduction, this one (only) shows the face to go with the voice! :)
1c p1-5. Alcohol Classification and Nomenclature. (35 min)
2 Alcohols Lecture 2 10:10-14 p6-9, 15. Organometallics, Grignard Reactions; Drawing Products of Grignard Reactions, Retrosynthetic Analysis.
  Practice Set 1 Video   General Mechanism Practice/Review and Answers and Video
             - Video discussing p3
3 Alcohols Lecture 3 (57min) 10:15-17 p10-14. RMgBr Review. Ethylene Oxide (p10) RMgBr Mechanisms,including esters and epoxide (p11-13). Product prediction (p14)
  Practice Set 2 Video   Mechanisms Problems (Test 1 Specific) and Answers + Video
  Quiz1   Quiz1: Grignard Reactions. Doable now; due by Test 1.  (Print, write answers, take picture, and email to Jasperse)
4 Alcohols Lecture 4
10:18-19 p14-20. More RMgBr Synthetic Analysis, Products (14), Selectivity (12,14), Retrosynthesis (15), Synthesis Design (16). OH C=O incompatible (17). NaBH4 +LiAlH4 Reductions (18-20)
5 Alcohols Lecture 5 11:1-4 p18-20, p4-5 NaBH4 +LiAlH4 Reductions. (p18-20) Alcohol reactions. OH Acid-Base(p4-5)
  Practice Set 3 Video aaa Acid-Base Practice/Review -- Answers -- Movie
6 Alcohols Lecture 6 11:5-15 p6-10. ROH to RONa to ROR; ROH Oxidation; Oxidation-Grignard Combinations
7 Alcohols Lecture 7 11:16-24 p10-16 Overview of Oxidation-Reduction chemistry; ROH -> RBr Products + Mech. to RMgBr; Retrosynthesis.
  Practice Set 4 Video   Retrosynthesis Problems and Answers and Video
8 Alcohols Lecture 8 11:1-34 p16-19 Retrosynthesis, Synthesis Design and Chemical Tests,
  EU-Intro-Video (25min)   Elements of Unsaturation Notes-- Answers -- Movie (25min)
9 Alcohols Lecture 9   p17-19 Retrosynthesis, Chemical Tests
10 Alcohols Lect 10
(73 min)
  p19-23 Chemical Tests, Tosylate Chemistry, SOCl2, Mechanisms Practice, Miscellaneous Practice
     

1. General Mechanism Practice/Review and Answers and Video
             -Video discussing p3
2. Test-oriented mechanisms Problems and Answers andVideo
3. Acid-Base Practice/Review -- Answers --Movie
4. Retrosynthesis Problems and Answers and Video
Quiz1: Grignard Reactions. Due by Test 1

  Test 1 Preview    
  Practice Test 1-Version 1
+ answers + Movie
  Test1v1 and answers, and Movie of Jasperse Going Through it. 52 min
  Practice Test 1-Version 2
+ answers + Movie
  Test1v2 with answers, and Movie of Jasperse Going Through it. 40 min
  Practice Test 1-Version 3
+ answers + Movie
  Test1v3 and answers, and Movie of Jasperse Going Through it. 44 min
  Practice Test 1-Version 4
+ answers + Movie
  Test1v4 and answers, and Movie of Jasperse Going Through it. 42 min
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Test 2

Test 2 Spectroscopy
and NMR

  Test 2 Spectroscopy: H-NMR, C-NMR, and IR
  Relevant NMR notes   Pre-Printable Lecture Notes that Were Used in These NMR Lecture Movies
  Relevant NMR Problems
  Pre-Printable NMR Spectra that Were Used in These NMR Lecture Movies
  Relevant NMR Answers   Answers to the NMR Spectra that were used in These NMR Lecture Movies
11 NMR 1   Intro to NMR; H-NMR Interpretation
  EU-Intro-Video (25min)   Elements of Unsaturation Notes-- Answers -- Movie (25min)
12 NMR 2   H-NMR Interpretation
  Familiar H-NMR Groups   Familiar H-NMR Groups, Easy to Recognize and Video
13 NMR 3 13:1-18 p6-9, 14 NMR3 Overlap, Symmetry, Integration, Splitting, Spectrum Prediction
14 NMR 4 14:1-20
28-39
p10-14 H-NMRSpectrum Prediction; Chemical Shifts; Practice
15 NMR 5 14:21-27 p15- Carbon NMR.
16 NMR 6 (72 min) 14:28-39 IR, C-NMR Problems, Splitting, Problems
  Familiar H-NMR Groups   Familiar H-NMR Groups, Easy to Recognize and Video
  NMR Problems 1-26  

Jasperse practice problems and answers 1-26. Practice problems in the notes that did not get covered in class for reasons of time.

  NMR Problems 27-42   Jasperse practice problems and answers 27-42.
  Test 2 Preview    
  Practice Test 2-Version 1
+ answers + Movie
  Test2v1 and answers, and Movie of Jasperse Going Through it. 39 min
  Practice Test 2-Version 2
+ answers + Movie
  Test2v2 with answers, and Movie of Jasperse Going Through it. 38 min
  Practice Test 2-Version 3
+ answers + Movie
  Test2v3 and answers, and Movie of Jasperse Going Through it. 28 min
  Practice Test 2-Version 4
+ answers + Movie
  Test2v4 and answers, and Movie of Jasperse Going Through it. 45 min
  top    
Test 3 Test 3: Carbonyl Chem   Test 3: Carbonyls: Addition Reactions and Enolate Reactions
  Relevant Carbonyls notes   Pre-Printable Lecture Notes that Were Used in These Carbonly and Enolate Lecture Movies
17 Carbonyls Lect 1 18:1-9 Aldehyde and Ketone Nomenclature. H-Bonding impact on Water Solubility and Boiling Point.
Review of Ketone/Aldehyde synthesis reactions we've seen before.
18 Carbonyls Lect 2 18:10-16 Carbonyls Synthesis and Mechanisms for Hydrolysis of Enols, Hydrates
19 Carbonyls Lect 3 18:17-24 Carbonyl Synthesis; Addition Reactions to Carbonyls
20 Carbonyls Lect 4 18:25-31 Reversible Formation of Hydrates and Acetals. Addn/Elim/Substitution Reactions. Protection.
  Practice Set 1- Movie   Mechanism Practice (Many) Test 3- - - Answers- - -Movie
  Quiz2   Quiz2: Carbonyl Mechanisms, Long. Due by Test 3.  ( (Print, write answers, take picture, and email to Jasperse)
21 Carbonyls Lect 5 18:25-50 Acetals, Hemiacetals, Imines, Aminols, Mechanisms
22 Enolates 1 18:38-50 Aldehyde Oxidation; Chemical Tests; Imines + Mechs; Enolates (Most of class)
23 Enolates 2 22:1-9 Enolates Reaction Mechanisms. Proton, Halogen, as Electrophiles
24 Enolates 3 22:10-16 p16-22 Halogen Electrophiles; Polysubstitution; Iodoform; LDA vs Ox Bases; Alkyl Halide Electrophiles.
  Practice Set 1- Movie   Mechanism Practice (Many) Test 3- - - Answers- - -Movie
25 Enolates 4

22:17-27 LDA, Ox Bases; Mono-carbonyls vs Dicarbonyls; DecarboxEnolate Review, Aldol Reaction/Condensation: Aldehydes/Ketones as Electrophiles
26 Enolates 5 22:24-33 More Aldol Reactions. Aldehdyes and Ketones as Electrophiles.
  Practice Set 1- Movie   Mechanism Practice (Many) Test 3- - - Answers- - -Movie
27 Enolates 6 22:34-40 Claisen: Ester Electrophiles. Wittig Reaction (Phosphorus Ylides)
28 Enolates 7 22:41-52 Wittig Reaction and Retrosynthesis/Design
  Practice Set 2 - Movie   Retrosynthesis Practice Test 3- - - Answers- - -Movie-
 

1. Retrosynthesis Video
2. Mech/PredictionVid

  1. Mechanism Practice (Many) Test 3- - - Answers- - -Movie
2. Retrosynthesis Practice Test 3- - - Answers- - -Movie
Quiz2: Carbonyl Mechanisms, Long. Due by Test 3
  Test 3 Preview   Test Preview
  Practice Test 3-Version 1
+ answers + Movie
  Test3v1 and answers, and Movie of Jasperse Going Through it. 47 min
  Practice Test 3-Version 2
+ answers + Movie
  Test3v2 with answers, and Movie of Jasperse Going Through it. 49 min
  Practice Test 3-Version 3
+ answers + Movie
  Test3v3 and answers, and Movie of Jasperse Going Through it. 45 min
  top    
Test 4 Test 4: Amines + Acids   Test 4: Amines, Carboxylic Acids, Esters, and Amides
  Relevant Notes   Pre-Printable Lecture Notes that Were Used in These Amines and Acids Lecture Movies
29 Amines Lect 1   Amines 1. Nomenclature, Hybridization. Begins at 26 min into video.
  Practice Set 1- Movie   Acid-Base Practice/Review/Basics (Easy) -- Answers -- Movie
30 Amines Lect 2 1-12

Amines 2. Properties, Basicity. Hybridization of N-lone pairs; Reactivity of Amines; Acid-Base Chemistry

31 Amines Lect 3 13-21 Amines 3. Amine/Ammonium acid/base chemistry.
  Practice Set 2- Movie   Acid-Base Practice (Harder, Test Oriented) -- Answers -- Movie -- Pod
32 Amines Lect 4 22-27 Amines 4. Acid-Base. Alkylation/Polyalkylation of Amines.
33 Amines Lect 5 28-48 Alkylation and Amidation of Amines. Synthesis/Synthesis Design/Retrosynthesis of Amines.
34 Amines6-Acids1
1-15

Amines 6: p32-37, 1-32min. Amine Synthesis and Synthetic Design
Acids 1: p1-12, 32-50 min: Acid Introduction, Nomenclature, Acidity-Basicitiy.

35 Acids Lecture 2
16-23 Acids 2. p12-19. AcidityAcid Synthesis.Hydrolysis of Acid chlorides, anhydrides, esters, and amides
36 Acids Lecture 3 24-39 Acids 3. p20-25 Reactions of Acids. SOCl2, conversion to ClAvEN-O
  Practice Set 3- Movie Pod Mechanisms, Retrosynthesis + Synthesis Design --- Answers --- Movie
37 Acids Lecture 4

40-47 Acids 4. p26-30 ClAvEN-O interconversions, including uphill. Acid Chlorides, Anhydrides, Esters, and Amides. Synthetic interconversion.
38 Acid Lecture 5   Acids 5. p30-36 Practice Problems in manual.
39 Polymers Lecture
(31-min)
  Polymers Chemistry.  Not Test responsible.
      1. Acid-Base Practice (Easy) -- Answers -- Movie
2. Acid-Base Practice (Less Easy) -- Answers -- Movie
3. Mechanisms, Retrosynthesis + Synthesis Design --- Answers --- Movie
  Test 4 Preview   2-minute overview of what Test 4 will look like.
  Practice Test 4-Version 1
+ answers + Movie
  Test4v1 and answers, and Movie of Jasperse Going Through it. 47 min
  Practice Test 4-Version 2
+ answers + Movie
  Test4v2 with answers, and Movie of Jasperse Going Through it. 49 min
  Practice Test 4-Version 3
+ answers + Movie
  Test4v3 and answers, and Movie of Jasperse Going Through it. 47 min
       
FINAL Final Exam Preview

  Final Exam Preview:  Note:  Final used fall and spring, but NOT SUMMER
  Final Exam-Version 1
+ answers + Movie

  Final-Exam-v1 and answers, and Movie of Jasperse Going Through it. 55 min.
-Note: on certain pages, especially page 6, the actual final won't have as many problems
       
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Sapling Movie